Radical Amination of C(sp3)–H Bonds Using N‑Hydroxyphthalimide and Dialkyl Azodicarboxylate
A direct conversion of C(sp3)–H bonds to C(sp3)–N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodi...
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Published in | Journal of organic chemistry Vol. 77; no. 22; pp. 9959 - 9969 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
16.11.2012
Amer Chemical Soc |
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Abstract | A direct conversion of C(sp3)–H bonds to C(sp3)–N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C–H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C–H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals. |
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AbstractList | A direct conversion of C(sp(3))-H bonds to C(sp(3))-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C-H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C-H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals. A direct conversion of C(sp3)–H bonds to C(sp3)–N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C–H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C–H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals. A direct conversion of C(sp(3))-H bonds to C(sp3)-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C-H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C-H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals. |
Author | Inoue, Masayuki Hoshikawa, Tamaki Kamijo, Shin Amaoka, Yuuki |
AuthorAffiliation | The University of Tokyo |
AuthorAffiliation_xml | – name: The University of Tokyo |
Author_xml | – sequence: 1 givenname: Yuuki surname: Amaoka fullname: Amaoka, Yuuki – sequence: 2 givenname: Shin surname: Kamijo fullname: Kamijo, Shin – sequence: 3 givenname: Tamaki surname: Hoshikawa fullname: Hoshikawa, Tamaki – sequence: 4 givenname: Masayuki surname: Inoue fullname: Inoue, Masayuki email: inoue@mol.f.u-tokyo.ac.jp |
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Cites_doi | 10.1021/ol101517v 10.1002/anie.201005552 10.1126/science.1148597 10.1002/anie.201006368 10.1021/jo0348017 10.1002/anie.201107427 10.1021/op200046v 10.1021/ja211600g 10.1016/j.tet.2008.11.073 10.1021/cr040170k 10.1021/jo030093d 10.1126/science.1207661 10.1021/jo035456o 10.1021/ol901185d 10.1021/ar200318q 10.1021/ol902313v 10.1038/nchembio.479 10.1002/anie.200700760 10.1021/ja210660g 10.1038/nature06485 10.1021/ol202659e 10.1021/ja076519d 10.1021/ja062355+ 10.1021/ja0627850 10.1039/b905820f 10.1039/c2cc33689h 10.1002/anie.200801445 10.1002/anie.201102880 10.1021/ja212020b 10.1021/ol062953t 10.1126/science.1201686 10.1002/adsc.200404110 10.1016/j.tetlet.2011.03.128 10.1021/ja0446294 10.1021/ja0650450 10.1002/anie.200904474 10.1021/ja210959p 10.1021/cr078364y 10.1002/anie.200804304 10.1016/j.tetlet.2011.06.118 10.1002/anie.201107334 10.1021/ja204255e 10.1021/ol061742l 10.1002/anie.200601248 10.1021/ja203576p 10.1021/om900916g 10.1039/c2cc31523h 10.1055/s-2004-834931 10.1002/anie.201101801 10.1016/j.bmc.2010.09.072 10.1002/anie.200705936 10.1016/j.tetlet.2009.12.027 10.1021/ol1018079 10.1021/jm901241e 10.1080/01614940902743841 10.1021/ja003667u 10.1055/s-1977-24550 10.1016/S0040-4039(00)99150-0 10.1016/S0040-4020(01)93196-5 10.1021/j100271a013 10.1039/b110638d 10.1021/ja00199a039 10.1021/ja954119x 10.1002/9783527619450 10.1002/1521-3773(20010202)40:3<623::AID-ANIE623>3.0.CO;2-G 10.1002/jlac.19545900102 10.1016/S0040-4020(01)90879-8 10.1021/jo951970l 10.1201/9781420007282 10.1021/ja00064a063 10.1016/0040-4020(76)80095-6 10.15227/orgsyn.046.0072 10.1002/1615-4169(200107)343:5<393::AID-ADSC393>3.0.CO;2-K |
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Keywords | OXIDATION FUNCTIONALIZATION BENZYLIC POSITIONS ACTIVATION INTERMOLECULAR AMINATION HYDROCARBONS HYPERVALENT SULFONYLIMINO-LAMBDA-BROMANE C-H AMINATION CATALYSTS MOLECULAR-OXYGEN Stoichiometry Catalytic reaction Nitroxyl Acetylenic compound Carbon-hydrogen bond Chemoselectivity Aliphatic compound Chemical bond Propargylic compound Natural compound Organic carbamate Imide Trapping Amine Amination Functionalization Benzylic compound Organic free radical Hydrazine |
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References | Ochiai, M (WOS:000289784900038) 2011; 332 Magnus, P (WOS:000272461800020) 2009; 11 Haaf, W. (000311073000003.23) 1966; 46 Zhao, HW (WOS:000226258700001) 2005 Liang, CG (WOS:000239079900021) 2006; 45 Mangion, I (WOS:000268479900025) 2009; 11 Ichinose, M (WOS:000296207100018) 2011; 50 Lovering, F (WOS:000271427900027) 2009; 52 Harvey, ME (WOS:000297380900024) 2011; 133 Sakaguchi, S (WOS:000174220200059) 2002 Collet, F (WOS:000269081900001) 2009 Simmons, EM (WOS:000301792000004) 2012; 51 Dyker, G. (000311073000003.15) 2005; 2 Pan, J (WOS:000295261200037) 2011; 50 Ni, ZK (WOS:000299416600030) 2012; 51 Ishii, Y (WOS:A1996UY94000013) 1996; 61 Fiori, KW (WOS:000264992500002) 2009; 65 Dandapani, S (WOS:000284214700005) 2010; 6 Liang, CG (WOS:000252127500056) 2008; 130 Cui, YM (WOS:000284686000020) 2010; 18 Luo, Y.-R. (000311073000003.47) 2007 LLOYD, RV (WOS:A1985AVP2500013) 1985; 89 Lee, DS (WOS:000221341100047) 2004; 69 Ochiai, M (WOS:000303442500013) 2012; 48 Paquette, L. A. (000311073000003.60) 2007 Chen, K (WOS:000273093700022) 2009; 48 Briggs, L. H. (000311073000003.4) 1958; 7 Nadres, ET (WOS:000301084200003) 2012; 134 (000311073000003.1) 2011; 40 Du Bois, J (WOS:000292847700006) 2011; 15 Paradine, SM (WOS:000301084600037) 2012; 134 Chen, MS (WOS:000250583900037) 2007; 318 SCHNEIDER, HJ (WOS:A1976CE20600008) 1976; 32 MELLO, R (WOS:A1989AM21600039) 1989; 111 Ishii, Y (WOS:000170369800004) 2001; 343 Dyker, G. (000311073000003.16) 2005 Badiei, YM (WOS:000261923400029) 2008; 47 Reddy, RP (WOS:000241381800008) 2006; 8 GROCHOWSKI, E (WOS:A1977DY14700028) 1977 Kamijo, S (WOS:000291072300022) 2011; 52 Zhdankin, VV (WOS:A1996UP53800004) 1996; 118 DESMARTEAU, DD (WOS:A1993LF06200063) 1993; 115 He, G (WOS:000301084200002) 2012; 134 Fiori, KW (WOS:000243503700036) 2007; 129 Yonehara, F (WOS:000184833500039) 2003; 68 Milczek, E (WOS:000258835300016) 2008; 47 Michaudel, Q (WOS:000300460600026) 2012; 134 Lu, HJ (WOS:000273618600014) 2010; 29 Sheldon, RA (WOS:000224217700005) 2004; 346 Huisgen, V. R (000311073000003.26) 1954; 590 Kamijo, S (WOS:000281596800060) 2010; 12 Gonzalez-Nunez, ME (WOS:000170299800002) 2001; 123 Fructos, MR (WOS:000240291900026) 2006; 128 Kamijo, S (WOS:000274430100027) 2010; 51 Coseri, S (WOS:000274297800002) 2009; 51 Norder, A (WOS:000280799100032) 2010; 12 Diaz-Requejo, MM (WOS:000259077600023) 2008; 108 Davies, HML (WOS:000252554100035) 2008; 451 Schmidt, VA (WOS:000293872800002) 2011; 133 Roizen, JL (WOS:000305321100013) 2012; 45 Espino, CG (WOS:000225349800030) 2004; 126 Lu, HJ (WOS:000285422000033) 2010; 49 Kamijo, S (WOS:000296212200057) 2011; 13 Kamijo, S (WOS:000294145600017) 2011; 52 Recupero, F (WOS:000249455500004) 2007; 107 Newhouse, T (WOS:000289264200005) 2011; 50 Lebel, H (WOS:000306280700005) 2012; 48 Bettinger, HF (WOS:000256894600028) 2008; 47 SHAH, A (WOS:A1971J212400025) 1971; 27 LEBLANC, Y (WOS:A1989AD64300006) 1989; 30 Lebel, H (WOS:000244039800024) 2007; 9 Koshino, N (WOS:000186719900026) 2003; 68 Waser, J (WOS:000240116300065) 2006; 128 Viuf, C (WOS:000166899100035) 2001; 40 White, MC (WOS:000300356400030) 2012; 335 Li, ZG (WOS:000247943700027) 2007; 46 Chen M. S. (ref15/cit15c) 2007; 318 Davies H. M. L. (ref15/cit15d) 2008; 451 Lee D. (ref8/cit8c) 2004; 69 He G. (ref5/cit5u) 2012; 134 Ochiai M. (ref5/cit5q) 2011; 332 Roizen J. L (ref4/cit4d) 2012; 45 Collet F. (ref4/cit4b) 2009 Viuf C. (ref5/cit5b) 2001; 40 Bettinger H. F. (ref5/cit5k) 2008; 47 Briggs L. H. (ref17/cit17a) 1958; 7 Grochowski E. (ref7/cit7) 1977 Dandapani S. (ref2/cit2b) 2010; 6 Mello R. (ref15/cit15a) 1989; 111 Dyker G. (ref1/cit1a) 2005; 1 Paradine S. M. (ref5/cit5x) 2012; 134 ref1/cit1c Fructos M. R. (ref5/cit5f) 2006; 128 Pan J. (ref5/cit5r) 2011; 50 Sheldon R. A. (ref6/cit6b) 2004; 346 Huisgen V. R. (ref8/cit8a) 1954; 590 Díaz-Requejo M. M. (ref4/cit4a) 2008; 108 Newhouse T. (ref15/cit15f) 2011; 50 Michaudel Q. (ref5/cit5y) 2012; 134 Recupero F. (ref6/cit6c) 2007; 107 Koshino N. (ref12/cit12b) 2003; 68 Leblanc Y. (ref22/cit22) 1989; 30 Liang C. (ref5/cit5j) 2008; 130 González-Núñez M. E. (ref19/cit19a) 2001; 123 Harvey M. E. (ref5/cit5t) 2011; 133 Paquette L. A. (ref1/cit1b) 2007 Chen K. (ref19/cit19c) 2009; 48 Ishii Y. (ref6/cit6a) 2001; 343 Nörder A. (ref5/cit5n) 2010; 12 Waser J. (ref8/cit8d) 2006; 128 Kamijo S. (ref3/cit3c) 2011; 52 Fiori K. W. (ref5/cit5h) 2007; 129 Li Z. (ref5/cit5i) 2007; 46 Magnus P. (ref21/cit21) 2009; 11 Lu H. (ref5/cit5p) 2010; 49 Zhao H. (ref16/cit16) 2005 Kamijo S. (ref3/cit3a) 2010; 12 Coseri S. (ref6/cit6d) 2009; 51 Lovering F. (ref2/cit2a) 2009; 52 Du Bois J. (ref4/cit4c) 2011; 15 Milczek E. (ref5/cit5l) 2008; 47 Kamijo S. (ref3/cit3d) 2011; 13 Cui Y.-M. (ref17/cit17b) 2010; 18 Nadres E. T. (ref5/cit5v) 2012; 134 Schneider H.-J. (ref25/cit25) 1976; 32 Reddy R. P. (ref5/cit5d) 2006; 8 Liang C. (ref5/cit5e) 2006; 45 Lu H. (ref5/cit5o) 2010; 29 Zhdankin V. V. (ref5/cit5a) 1996; 118 Ishii Y. (ref12/cit12a) 1996; 61 Schmidt V. A. (ref8/cit8e) 2011; 133 Fiori K. W. (ref15/cit15e) 2009; 65 Sakaguchi S. (ref9/cit9) 2002 Yonehara F. (ref19/cit19b) 2003; 68 Ochiai M. (ref5/cit5z) 2012; 48 Lebel H. (ref5/cit5g) 2007; 9 Ichinose M. (ref5/cit5s) 2011; 50 White M. C. (ref15/cit15g) 2012; 335 Badiei Y. M. (ref5/cit5m) 2008; 47 Kamijo S. (ref3/cit3e) 2011; 52 DesMarteau D. D. (ref15/cit15b) 1993; 115 Lloyd R. V. (ref20/cit20) 1985; 89 Haaf W. (ref24/cit24) 1966; 46 Lebel H. (ref5/cit5aa) 2012; 48 Kamijo S. (ref3/cit3b) 2010; 51 Shah A. (ref8/cit8b) 1971; 27 Simmons E. M. (ref13/cit13) 2012; 51 Espino C. G. (ref5/cit5c) 2004; 126 Mangion I. (ref23/cit23) 2009; 11 Ni Z. (ref5/cit5w) 2012; 51 Luo Y.-R. (ref14/cit14) 2007 |
References_xml | – volume: 12 start-page: 3690 year: 2010 ident: WOS:000280799100032 article-title: Acyclic Stereocontrol in the Catalytic C-H Amination of Benzylic Methylene Groups publication-title: ORGANIC LETTERS doi: 10.1021/ol101517v contributor: fullname: Norder, A – volume: 49 start-page: 10192 year: 2010 ident: WOS:000285422000033 article-title: Selective Intramolecular C-H Amination through the Metalloradical Activation of Azides: Synthesis of 1,3-Diamines under Neutral and Nonoxidative Conditions publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201005552 contributor: fullname: Lu, HJ – volume: 318 start-page: 783 year: 2007 ident: WOS:000250583900037 article-title: A predictably selective aliphatic C-H oxidation reaction for complex molecule synthesis publication-title: SCIENCE doi: 10.1126/science.1148597 contributor: fullname: Chen, MS – volume: 123 start-page: 7487 year: 2001 ident: WOS:000170299800002 article-title: Influence of remote substituents on the equatorial/axial selectivity in the monooxygenation of methylene C-H bonds of substituted cyclohexanes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: Gonzalez-Nunez, ME – volume: 50 start-page: 3362 year: 2011 ident: WOS:000289264200005 article-title: If C-H Bonds Could Talk: Selective C-H Bond Oxidation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201006368 contributor: fullname: Newhouse, T – volume: 68 start-page: 9364 year: 2003 ident: WOS:000186719900026 article-title: Kinetic study of the phthalimide N-oxyl radical in acetic acid. Hydrogen abstraction from substituted toluenes, benzaldehydes, and benzyl alcohols publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo0348017 contributor: fullname: Koshino, N – volume: 51 start-page: 1244 year: 2012 ident: WOS:000299416600030 article-title: Highly Regioselective Copper-Catalyzed Benzylic C?H Amination by N-Fluorobenzenesulfonimide publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201107427 contributor: fullname: Ni, ZK – volume: 15 start-page: 758 year: 2011 ident: WOS:000292847700006 article-title: Rhodium-Catalyzed C-H Amination. An Enabling Method for Chemical Synthesis publication-title: ORGANIC PROCESS RESEARCH & DEVELOPMENT doi: 10.1021/op200046v contributor: fullname: Du Bois, J – volume: 134 start-page: 2036 year: 2012 ident: WOS:000301084600037 article-title: Iron-Catalyzed Intramolecular Allylic C-H Amination publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja211600g contributor: fullname: Paradine, SM – volume: 111 start-page: 6749 year: 1989 ident: WOS:A1989AM21600039 article-title: OXIDATIONS BY METHYL(TRIFLUOROMETHYL)DIOXIRANE .2. OXYFUNCTIONALIZATION OF SATURATED-HYDROCARBONS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: MELLO, R – volume: 65 start-page: 3042 year: 2009 ident: WOS:000264992500002 article-title: A mechanistic analysis of the Rh-catalyzed intramolecular C-H amination reaction publication-title: TETRAHEDRON doi: 10.1016/j.tet.2008.11.073 contributor: fullname: Fiori, KW – volume: 107 start-page: 3800 year: 2007 ident: WOS:000249455500004 article-title: Free radical functionalization of organic compounds catalyzed by N-hydroxyphthalimide publication-title: CHEMICAL REVIEWS doi: 10.1021/cr040170k contributor: fullname: Recupero, F – volume: 68 start-page: 6752 year: 2003 ident: WOS:000184833500039 article-title: Equatorial preference in the C-H activation of cycloalkanes: GaCl3-catalyzed aromatic alkylation reaction publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo030093d contributor: fullname: Yonehara, F – volume: 335 start-page: 807 year: 2012 ident: WOS:000300356400030 article-title: Adding Aliphatic C-H Bond Oxidations to Synthesis publication-title: SCIENCE doi: 10.1126/science.1207661 contributor: fullname: White, MC – volume: 69 start-page: 3569 year: 2004 ident: WOS:000221341100047 article-title: Transition-metal-catalyzed aldehydic C-H activation by azodicarboxylates publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo035456o contributor: fullname: Lee, DS – volume: 11 start-page: 3258 year: 2009 ident: WOS:000268479900025 article-title: Dynamic Kinetic Asymmetric Allylation of Hydrazines and Hydroxylamines publication-title: ORGANIC LETTERS doi: 10.1021/ol901185d contributor: fullname: Mangion, I – volume: 45 start-page: 911 year: 2012 ident: WOS:000305321100013 article-title: Metal-Catalyzed Nitrogen-Atom Transfer Methods for the Oxidation of Aliphatic C-H Bonds publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar200318q contributor: fullname: Roizen, JL – volume: 11 start-page: 5646 year: 2009 ident: WOS:000272461800020 article-title: Synthesis of Carbamates from Diethoxycarbonyl Hydrazine Derivatives by E1cB Eliminative Cleavage of the N-N '-Bond Rather than Reduction publication-title: ORGANIC LETTERS doi: 10.1021/ol902313v contributor: fullname: Magnus, P – volume: 590 start-page: 1 year: 1954 ident: 000311073000003.26 publication-title: Liebigs Ann. Chem contributor: fullname: Huisgen, V. R – volume: 6 start-page: 861 year: 2010 ident: WOS:000284214700005 article-title: Accessing new chemical space for 'undruggable' targets publication-title: NATURE CHEMICAL BIOLOGY doi: 10.1038/nchembio.479 contributor: fullname: Dandapani, S – volume: 46 start-page: 5184 year: 2007 ident: WOS:000247943700027 article-title: Silver-catalyzed intermolecular amination of C-H groups publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200700760 contributor: fullname: Li, ZG – start-page: 230 year: 2007 ident: 000311073000003.47 publication-title: BDEs of C halogen Bonds. In Comprehensive Handbook of Chemical Bond Energies contributor: fullname: Luo, Y.-R. – volume: 134 start-page: 3 year: 2012 ident: WOS:000301084200002 article-title: Highly Efficient Syntheses of Azetidines, Pyrrolidines, and Indolines via Palladium Catalyzed Intramolecular Amination of C(sp(3))-H and C(sp(2))-H Bonds at gamma and delta Positions publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja210660g contributor: fullname: He, G – volume: 451 start-page: 417 year: 2008 ident: WOS:000252554100035 article-title: Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion publication-title: NATURE doi: 10.1038/nature06485 contributor: fullname: Davies, HML – volume: 13 start-page: 5928 year: 2011 ident: WOS:000296212200057 article-title: Photochemically Induced Radical Transformation of C(sp(3))-H Bonds to C(sp(3))-CN Bonds publication-title: ORGANIC LETTERS doi: 10.1021/ol202659e contributor: fullname: Kamijo, S – volume: 40 start-page: 623 year: 2001 ident: WOS:000166899100035 article-title: Radical azidonation of benzylic positions with iodonium azide publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: Viuf, C – start-page: 516 year: 2002 ident: WOS:000174220200059 article-title: First Ritter-type reaction of alkylbenzenes using N-hydroxyphthalimide as a key catalyst publication-title: CHEMICAL COMMUNICATIONS contributor: fullname: Sakaguchi, S – volume: 130 start-page: 343 year: 2008 ident: WOS:000252127500056 article-title: Toward a synthetically useful stereoselective C-H amination of hydrocarbons publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja076519d contributor: fullname: Liang, CG – volume: 128 start-page: 11693 year: 2006 ident: WOS:000240116300065 article-title: Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja062355+ contributor: fullname: Waser, J – volume: 128 start-page: 11784 year: 2006 ident: WOS:000240291900026 article-title: Facile amine formation by intermolecular catalytic amidation of carbon-hydrogen bonds publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0627850 contributor: fullname: Fructos, MR – year: 2005 ident: 000311073000003.16 publication-title: Handbook of C H Transformations contributor: fullname: Dyker, G. – start-page: 5061 year: 2009 ident: WOS:000269081900001 article-title: Catalytic C-H amination: recent progress and future directions publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b905820f contributor: fullname: Collet, F – volume: 48 start-page: 7799 year: 2012 ident: WOS:000306280700005 article-title: Stereoselective intermolecular C-H amination reactions publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c2cc33689h contributor: fullname: Lebel, H – volume: 47 start-page: 6825 year: 2008 ident: WOS:000258835300016 article-title: Enantioselective C-H amination using cationic ruthenium(II)-pybox catalysts publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200801445 contributor: fullname: Milczek, E – volume: 46 start-page: 72 year: 1966 ident: 000311073000003.23 publication-title: Org. Synth contributor: fullname: Haaf, W. – volume: 50 start-page: 8647 year: 2011 ident: WOS:000295261200037 article-title: Palladium(0)-Catalyzed Intermolecular Amination of Unactivated C-sp3-H Bonds publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201102880 contributor: fullname: Pan, J – volume: 134 start-page: 2547 year: 2012 ident: WOS:000300460600026 article-title: Intermolecular Ritter-Type C-H Amination of Unactivated sp(3) Carbons publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja212020b contributor: fullname: Michaudel, Q – volume: 9 start-page: 639 year: 2007 ident: WOS:000244039800024 article-title: De novo synthesis of troc-protected amines: Intermolecular rhodium-catalyzed C-H amination with N-tosyloxycarbamates publication-title: ORGANIC LETTERS doi: 10.1021/ol062953t contributor: fullname: Lebel, H – volume: 332 start-page: 448 year: 2011 ident: WOS:000289784900038 article-title: Highly Regioselective Amination of Unactivated Alkanes by Hypervalent Sulfonylimino-lambda(3)-Bromane publication-title: SCIENCE doi: 10.1126/science.1201686 contributor: fullname: Ochiai, M – volume: 346 start-page: 1051 year: 2004 ident: WOS:000224217700005 article-title: Organocatalytic oxidations mediated by nitroxyl radicals publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.200404110 contributor: fullname: Sheldon, RA – volume: 118 start-page: 5192 year: 1996 ident: WOS:A1996UP53800004 article-title: Preparation, X-ray crystal structure, and chemistry of stable azidoiodinanes - Derivatives of benziodoxole publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: Zhdankin, VV – volume: 52 start-page: 2885 year: 2011 ident: WOS:000291072300022 article-title: Photoinduced carbamoylation of ethereal C-H bonds using pentafluorophenyl isocyanate publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2011.03.128 contributor: fullname: Kamijo, S – volume: 126 start-page: 15378 year: 2004 ident: WOS:000225349800030 article-title: Expanding the scope of C-H amination through catalyst design publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0446294 contributor: fullname: Espino, CG – volume: 129 start-page: 562 year: 2007 ident: WOS:000243503700036 article-title: Catalytic intermolecular amination of C-H bonds: Method development and mechanistic insights publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0650450 contributor: fullname: Fiori, KW – volume: 48 start-page: 9705 year: 2009 ident: WOS:000273093700022 article-title: Strain Release in C-H Bond Activation? publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200904474 contributor: fullname: Chen, K – volume: 40 year: 2011 ident: 000311073000003.1 article-title: C H Functionalizations in Organic Synthesis publication-title: Chem. Soc. Rev – year: 2007 ident: 000311073000003.60 publication-title: Handbook of Reagents for Organic Synthesis: Reagents for Direct Functionalization of C H Bonds contributor: fullname: Paquette, L. A. – volume: 134 start-page: 7 year: 2012 ident: WOS:000301084200003 article-title: Heterocycle Synthesis via Direct C-H/N-H Coupling publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja210959p contributor: fullname: Nadres, ET – volume: 108 start-page: 3379 year: 2008 ident: WOS:000259077600023 article-title: Coinage metal catalyzed C-H bond functionalization of hydrocarbons publication-title: CHEMICAL REVIEWS doi: 10.1021/cr078364y contributor: fullname: Diaz-Requejo, MM – volume: 47 start-page: 9961 year: 2008 ident: WOS:000261923400029 article-title: Copper-Nitrene Complexes in Catalytic C-H Amination publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200804304 contributor: fullname: Badiei, YM – volume: 115 start-page: 4897 year: 1993 ident: WOS:A1993LF06200063 article-title: MILD AND SELECTIVE OXYFUNCTIONALIZATION OF HYDROCARBONS BY PERFLUORODIALKYLOXAZIRIDINES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: DESMARTEAU, DD – volume: 52 start-page: 4654 year: 2011 ident: WOS:000294145600017 article-title: Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2011.06.118 contributor: fullname: Kamijo, S – volume: 51 start-page: 3066 year: 2012 ident: WOS:000301792000004 article-title: On the Interpretation of Deuterium Kinetic Isotope Effects in C?H Bond Functionalizations by Transition-Metal Complexes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201107334 contributor: fullname: Simmons, EM – volume: 133 start-page: 11402 year: 2011 ident: WOS:000293872800002 article-title: Metal-Free Oxyaminations of Alkenes Using Hydroxamic Acids publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja204255e contributor: fullname: Schmidt, VA – volume: 8 start-page: 5013 year: 2006 ident: WOS:000241381800008 article-title: Dirhodium tetracarboxylates derived from adamantylglycine as chiral catalysts for enantioselective C-H aminations publication-title: ORGANIC LETTERS doi: 10.1021/ol061742l contributor: fullname: Reddy, RP – volume: 2 year: 2005 ident: 000311073000003.15 publication-title: Handbook of C H Transformations contributor: fullname: Dyker, G. – volume: 45 start-page: 4641 year: 2006 ident: WOS:000239079900021 article-title: Efficient diastereoselective intermolecular rhodium-catalyzed C-H amination publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200601248 contributor: fullname: Liang, CG – volume: 89 start-page: 5379 year: 1985 ident: WOS:A1985AVP2500013 article-title: BRIDGEHEAD DECALIN RADICALS - EVIDENCE FOR NONPLANARITY AT THE RADICAL SITE publication-title: JOURNAL OF PHYSICAL CHEMISTRY contributor: fullname: LLOYD, RV – volume: 133 start-page: 17207 year: 2011 ident: WOS:000297380900024 article-title: A Diruthenium Catalyst for Selective, Intramolecular Allylic C-H Amination: Reaction Development and Mechanistic Insight Gained through Experiment and Theory publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja203576p contributor: fullname: Harvey, ME – volume: 29 start-page: 389 year: 2010 ident: WOS:000273618600014 article-title: Cobalt(II)-Catalyzed Intermolecular Benzylic C-H Amination with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN(3)) publication-title: ORGANOMETALLICS doi: 10.1021/om900916g contributor: fullname: Lu, HJ – volume: 32 start-page: 2005 year: 1976 ident: WOS:A1976CE20600008 article-title: 7C-13 NMR SPECTROSCOPIC AND STEREOCHEMICAL STUDIES .12. CONFORMATION AND C-13 SHIFTS OF MONOSUBSTITUTED CYCLODODECANES publication-title: TETRAHEDRON contributor: fullname: SCHNEIDER, HJ – volume: 343 start-page: 393 year: 2001 ident: WOS:000170369800004 article-title: Innovation of hydrocarbon oxidation with molecular oxygen and related reactions publication-title: ADVANCED SYNTHESIS & CATALYSIS contributor: fullname: Ishii, Y – volume: 7 start-page: 270 year: 1958 ident: 000311073000003.4 publication-title: Tetrahedron contributor: fullname: Briggs, L. H. – volume: 48 start-page: 5280 year: 2012 ident: WOS:000303442500013 article-title: Metal-free alpha-CH amination of ethers with hypervalent sulfonylimino-lambda(3)-bromane that acts as an active nitrenoid publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c2cc31523h contributor: fullname: Ochiai, M – start-page: 1 year: 2005 ident: WOS:000226258700001 article-title: Memory of chirality: An emerging strategy for asymmetric synthesis publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-2004-834931 contributor: fullname: Zhao, HW – volume: 27 start-page: 1291 year: 1971 ident: WOS:A1971J212400025 article-title: THERMAL AND PHOTOCHEMICAL ADDITIONS OF AZO ESTERS TO UNSATURATED SYSTEMS .2. ADDITIONS TO OLEFINS AND DIENES publication-title: TETRAHEDRON contributor: fullname: SHAH, A – volume: 50 start-page: 9884 year: 2011 ident: WOS:000296207100018 article-title: Enantioselective Intramolecular Benzylic C-H Bond Amination: Efficient Synthesis of Optically Active Benzosultams publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201101801 contributor: fullname: Ichinose, M – volume: 18 start-page: 8642 year: 2010 ident: WOS:000284686000020 article-title: Design, synthesis, and characterization of BK channel openers based on oximation of abietane diterpene derivatives publication-title: BIOORGANIC & MEDICINAL CHEMISTRY doi: 10.1016/j.bmc.2010.09.072 contributor: fullname: Cui, YM – volume: 61 start-page: 4520 year: 1996 ident: WOS:A1996UY94000013 article-title: Alkane oxidation with molecular oxygen using a new efficient catalytic system: N-hydroxyphthalimide (NHPI) combined with Co(acac)(n) (n=2 or 3) publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Ishii, Y – volume: 30 start-page: 2889 year: 1989 ident: WOS:A1989AD64300006 article-title: [4+2] CYCLO-ADDITION REACTION OF BIS (TRICHLOROETHYL) AZODICARBOXYLATE AND GLYCALS - PREPARATION OF A C1-C1 2-AMINO DISACCHARIDE publication-title: TETRAHEDRON LETTERS contributor: fullname: LEBLANC, Y – volume: 47 start-page: 4744 year: 2008 ident: WOS:000256894600028 article-title: Metal-free conversion of methane and cycloalkanes to amines and amides by employing a borylnitrene publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200705936 contributor: fullname: Bettinger, HF – volume: 51 start-page: 872 year: 2010 ident: WOS:000274430100027 article-title: Regio- and stereoselective acylation of saturated carbocycles via Norrish-Yang photocyclization publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2009.12.027 contributor: fullname: Kamijo, S – volume: 12 start-page: 4195 year: 2010 ident: WOS:000281596800060 article-title: CCl3CN: A Crucial Promoter of mCPBA-Mediated Direct Ether Oxidation publication-title: ORGANIC LETTERS doi: 10.1021/ol1018079 contributor: fullname: Kamijo, S – volume: 52 start-page: 6752 year: 2009 ident: WOS:000271427900027 article-title: Escape from Flatland: Increasing Saturation as an Approach to Improving Clinical Success publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm901241e contributor: fullname: Lovering, F – start-page: 718 year: 1977 ident: WOS:A1977DY14700028 article-title: REACTION OF DIETHYL AZODICARBOXYLATE WITH ETHERS IN PRESENCE OF N-HYDROXYIMIDES AS CATALYSTS publication-title: SYNTHESIS-STUTTGART contributor: fullname: GROCHOWSKI, E – volume: 51 start-page: 218 year: 2009 ident: WOS:000274297800002 article-title: Phthalimide-N-oxyl (PINO) Radical, a Powerful Catalytic Agent: Its Generation and Versatility Towards Various Organic Substrates publication-title: CATALYSIS REVIEWS-SCIENCE AND ENGINEERING doi: 10.1080/01614940902743841 contributor: fullname: Coseri, S – volume: 65 start-page: 3042 year: 2009 ident: ref15/cit15e publication-title: Tetrahedron doi: 10.1016/j.tet.2008.11.073 contributor: fullname: Fiori K. W. – volume: 123 start-page: 7487 year: 2001 ident: ref19/cit19a publication-title: J. Am. Chem. Soc. doi: 10.1021/ja003667u contributor: fullname: González-Núñez M. E. – volume: 129 start-page: 562 year: 2007 ident: ref5/cit5h publication-title: J. Am. Chem. Soc. doi: 10.1021/ja0650450 contributor: fullname: Fiori K. W. – volume: 134 start-page: 2547 year: 2012 ident: ref5/cit5y publication-title: J. Am. Chem. Soc. doi: 10.1021/ja212020b contributor: fullname: Michaudel Q. – start-page: 718 year: 1977 ident: ref7/cit7 publication-title: Synthesis doi: 10.1055/s-1977-24550 contributor: fullname: Grochowski E. – volume: 332 start-page: 448 year: 2011 ident: ref5/cit5q publication-title: Science doi: 10.1126/science.1201686 contributor: fullname: Ochiai M. – volume: 30 start-page: 2889 year: 1989 ident: ref22/cit22 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)99150-0 contributor: fullname: Leblanc Y. – volume: 47 start-page: 4744 year: 2008 ident: ref5/cit5k publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200705936 contributor: fullname: Bettinger H. F. – volume: 318 start-page: 783 year: 2007 ident: ref15/cit15c publication-title: Science doi: 10.1126/science.1148597 contributor: fullname: Chen M. S. – volume: 7 start-page: 270 year: 1958 ident: ref17/cit17a publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)93196-5 contributor: fullname: Briggs L. H. – start-page: 1 year: 2005 ident: ref16/cit16 publication-title: Synthesis contributor: fullname: Zhao H. – volume: 69 start-page: 3569 year: 2004 ident: ref8/cit8c publication-title: J. Org. Chem. doi: 10.1021/jo035456o contributor: fullname: Lee D. – volume: 50 start-page: 9884 year: 2011 ident: ref5/cit5s publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201101801 contributor: fullname: Ichinose M. – volume: 134 start-page: 7 year: 2012 ident: ref5/cit5v publication-title: J. Am. Chem. Soc. doi: 10.1021/ja210959p contributor: fullname: Nadres E. T. – volume: 49 start-page: 10192 year: 2010 ident: ref5/cit5p publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201005552 contributor: fullname: Lu H. – volume: 50 start-page: 8647 year: 2011 ident: ref5/cit5r publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201102880 contributor: fullname: Pan J. – volume: 346 start-page: 1051 year: 2004 ident: ref6/cit6b publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.200404110 contributor: fullname: Sheldon R. A. – volume: 18 start-page: 8642 year: 2010 ident: ref17/cit17b publication-title: Bioorg. Med. Chem. doi: 10.1016/j.bmc.2010.09.072 contributor: fullname: Cui Y.-M. – volume: 45 start-page: 911 year: 2012 ident: ref4/cit4d publication-title: Acc. Chem. Res. doi: 10.1021/ar200318q contributor: fullname: Roizen J. L – volume: 89 start-page: 5379 year: 1985 ident: ref20/cit20 publication-title: J. Phys. Chem. doi: 10.1021/j100271a013 contributor: fullname: Lloyd R. V. – volume: 47 start-page: 9961 year: 2008 ident: ref5/cit5m publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200804304 contributor: fullname: Badiei Y. M. – volume: 9 start-page: 639 year: 2007 ident: ref5/cit5g publication-title: Org. Lett. doi: 10.1021/ol062953t contributor: fullname: Lebel H. – volume: 128 start-page: 11784 year: 2006 ident: ref5/cit5f publication-title: J. Am. Chem. Soc. doi: 10.1021/ja0627850 contributor: fullname: Fructos M. R. – volume: 47 start-page: 6825 year: 2008 ident: ref5/cit5l publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200801445 contributor: fullname: Milczek E. – volume: 29 start-page: 389 year: 2010 ident: ref5/cit5o publication-title: Organometallics doi: 10.1021/om900916g contributor: fullname: Lu H. – volume: 6 start-page: 861 year: 2010 ident: ref2/cit2b publication-title: Nature Chem. Biol. doi: 10.1038/nchembio.479 contributor: fullname: Dandapani S. – volume-title: Handbook of Reagents for Organic Synthesis: Reagents for Direct Functionalization of C–H Bonds year: 2007 ident: ref1/cit1b contributor: fullname: Paquette L. A. – start-page: 5061 year: 2009 ident: ref4/cit4b publication-title: Chem. Commun. doi: 10.1039/b905820f contributor: fullname: Collet F. – start-page: 516 year: 2002 ident: ref9/cit9 publication-title: Chem. Commun. doi: 10.1039/b110638d contributor: fullname: Sakaguchi S. – volume: 111 start-page: 6749 year: 1989 ident: ref15/cit15a publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00199a039 contributor: fullname: Mello R. – volume: 118 start-page: 5192 year: 1996 ident: ref5/cit5a publication-title: J. Am. Chem. Soc. doi: 10.1021/ja954119x contributor: fullname: Zhdankin V. V. – volume: 51 start-page: 3066 year: 2012 ident: ref13/cit13 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201107334 contributor: fullname: Simmons E. M. – volume: 126 start-page: 15378 year: 2004 ident: ref5/cit5c publication-title: J. Am. Chem. Soc. doi: 10.1021/ja0446294 contributor: fullname: Espino C. G. – volume: 1 volume-title: Handbook of C–H Transformations year: 2005 ident: ref1/cit1a doi: 10.1002/9783527619450 contributor: fullname: Dyker G. – volume: 40 start-page: 623 year: 2001 ident: ref5/cit5b publication-title: Angew. Chem., Int. Ed. doi: 10.1002/1521-3773(20010202)40:3<623::AID-ANIE623>3.0.CO;2-G contributor: fullname: Viuf C. – volume: 590 start-page: 1 year: 1954 ident: ref8/cit8a publication-title: Liebigs Ann. Chem doi: 10.1002/jlac.19545900102 contributor: fullname: Huisgen V. R. – volume: 68 start-page: 9364 year: 2003 ident: ref12/cit12b publication-title: J. Org. Chem. doi: 10.1021/jo0348017 contributor: fullname: Koshino N. – volume: 12 start-page: 3690 year: 2010 ident: ref5/cit5n publication-title: Org. Lett. doi: 10.1021/ol101517v contributor: fullname: Nörder A. – volume: 48 start-page: 7799 year: 2012 ident: ref5/cit5aa publication-title: Chem. Commun. doi: 10.1039/c2cc33689h contributor: fullname: Lebel H. – volume: 27 start-page: 1291 year: 1971 ident: ref8/cit8b publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)90879-8 contributor: fullname: Shah A. – volume: 61 start-page: 4520 year: 1996 ident: ref12/cit12a publication-title: J. Org. Chem. doi: 10.1021/jo951970l contributor: fullname: Ishii Y. – volume: 108 start-page: 3379 year: 2008 ident: ref4/cit4a publication-title: Chem. Rev. doi: 10.1021/cr078364y contributor: fullname: Díaz-Requejo M. M. – volume: 128 start-page: 11693 year: 2006 ident: ref8/cit8d publication-title: J. Am. Chem. Soc. doi: 10.1021/ja062355+ contributor: fullname: Waser J. – volume: 48 start-page: 9705 year: 2009 ident: ref19/cit19c publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200904474 contributor: fullname: Chen K. – volume: 45 start-page: 4641 year: 2006 ident: ref5/cit5e publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200601248 contributor: fullname: Liang C. – volume: 107 start-page: 3800 year: 2007 ident: ref6/cit6c publication-title: Chem. Rev. doi: 10.1021/cr040170k contributor: fullname: Recupero F. – volume: 134 start-page: 2036 year: 2012 ident: ref5/cit5x publication-title: J. Am. Chem. Soc. doi: 10.1021/ja211600g contributor: fullname: Paradine S. M. – start-page: 230 volume-title: Comprehensive Handbook of Chemical Bond Energies year: 2007 ident: ref14/cit14 doi: 10.1201/9781420007282 contributor: fullname: Luo Y.-R. – volume: 11 start-page: 5646 year: 2009 ident: ref21/cit21 publication-title: Org. Lett. doi: 10.1021/ol902313v contributor: fullname: Magnus P. – volume: 51 start-page: 1244 year: 2012 ident: ref5/cit5w publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201107427 contributor: fullname: Ni Z. – volume: 335 start-page: 807 year: 2012 ident: ref15/cit15g publication-title: Science doi: 10.1126/science.1207661 contributor: fullname: White M. C. – volume: 133 start-page: 11402 year: 2011 ident: ref8/cit8e publication-title: J. Am. Chem. Soc. doi: 10.1021/ja204255e contributor: fullname: Schmidt V. A. – volume: 451 start-page: 417 year: 2008 ident: ref15/cit15d publication-title: Nature doi: 10.1038/nature06485 contributor: fullname: Davies H. M. L. – volume: 13 start-page: 5928 year: 2011 ident: ref3/cit3d publication-title: Org. Lett. doi: 10.1021/ol202659e contributor: fullname: Kamijo S. – volume: 115 start-page: 4897 year: 1993 ident: ref15/cit15b publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00064a063 contributor: fullname: DesMarteau D. D. – volume: 134 start-page: 3 year: 2012 ident: ref5/cit5u publication-title: J. Am. Chem. Soc. doi: 10.1021/ja210660g contributor: fullname: He G. – volume: 32 start-page: 2005 year: 1976 ident: ref25/cit25 publication-title: Tetrahedron doi: 10.1016/0040-4020(76)80095-6 contributor: fullname: Schneider H.-J. – volume: 12 start-page: 4195 year: 2010 ident: ref3/cit3a publication-title: Org. Lett. doi: 10.1021/ol1018079 contributor: fullname: Kamijo S. – volume: 130 start-page: 343 year: 2008 ident: ref5/cit5j publication-title: J. Am. Chem. Soc. doi: 10.1021/ja076519d contributor: fullname: Liang C. – volume: 52 start-page: 6752 year: 2009 ident: ref2/cit2a publication-title: J. Med. Chem. doi: 10.1021/jm901241e contributor: fullname: Lovering F. – volume: 52 start-page: 2885 year: 2011 ident: ref3/cit3c publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2011.03.128 contributor: fullname: Kamijo S. – volume: 51 start-page: 872 year: 2010 ident: ref3/cit3b publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2009.12.027 contributor: fullname: Kamijo S. – ident: ref1/cit1c – volume: 68 start-page: 6752 year: 2003 ident: ref19/cit19b publication-title: J. Org. Chem. doi: 10.1021/jo030093d contributor: fullname: Yonehara F. – volume: 133 start-page: 17207 year: 2011 ident: ref5/cit5t publication-title: J. Am. Chem. Soc. doi: 10.1021/ja203576p contributor: fullname: Harvey M. E. – volume: 46 start-page: 72 year: 1966 ident: ref24/cit24 publication-title: Org. Synth. doi: 10.15227/orgsyn.046.0072 contributor: fullname: Haaf W. – volume: 50 start-page: 3362 year: 2011 ident: ref15/cit15f publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201006368 contributor: fullname: Newhouse T. – volume: 51 start-page: 218 year: 2009 ident: ref6/cit6d publication-title: Catal. Rev. doi: 10.1080/01614940902743841 contributor: fullname: Coseri S. – volume: 8 start-page: 5013 year: 2006 ident: ref5/cit5d publication-title: Org. Lett. doi: 10.1021/ol061742l contributor: fullname: Reddy R. P. – volume: 15 start-page: 758 year: 2011 ident: ref4/cit4c publication-title: Org. Process Res. Dev. doi: 10.1021/op200046v contributor: fullname: Du Bois J. – volume: 46 start-page: 5184 year: 2007 ident: ref5/cit5i publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200700760 contributor: fullname: Li Z. – volume: 11 start-page: 3258 year: 2009 ident: ref23/cit23 publication-title: Org. Lett. doi: 10.1021/ol901185d contributor: fullname: Mangion I. – volume: 343 start-page: 393 year: 2001 ident: ref6/cit6a publication-title: Adv. Synth. Catal. doi: 10.1002/1615-4169(200107)343:5<393::AID-ADSC393>3.0.CO;2-K contributor: fullname: Ishii Y. – volume: 48 start-page: 5280 year: 2012 ident: ref5/cit5z publication-title: Chem. Commun. doi: 10.1039/c2cc31523h contributor: fullname: Ochiai M. – volume: 52 start-page: 4654 year: 2011 ident: ref3/cit3e publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2011.06.118 contributor: fullname: Kamijo S. |
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Snippet | A direct conversion of C(sp3)–H bonds to C(sp3)–N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl... A direct conversion of C(sp(3))-H bonds to C(sp3)-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl... A direct conversion of C(sp(3))-H bonds to C(sp(3))-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl... |
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SubjectTerms | Aliphatic compounds Alkanes - chemistry Amination Azo Compounds - chemistry Catalysis Chemistry Chemistry, Organic Exact sciences and technology Free radicals chemistry Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Hydrogen Bonding Molecular Structure Nitrogen - chemistry Noncondensed benzenic compounds Organic chemistry Phthalimides - chemistry Physical Sciences Preparations and properties Reactivity and mechanisms Science & Technology Stereoisomerism |
Title | Radical Amination of C(sp3)–H Bonds Using N‑Hydroxyphthalimide and Dialkyl Azodicarboxylate |
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