Regioselective Synthesis of Trisubstituted Quinoxalines Mediated by Hypervalent Iodine Reagents
A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hyperv...
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| Published in | Journal of organic chemistry Vol. 86; no. 23; pp. 16892 - 16900 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
03.12.2021
American Chemical Society (ACS) Amer Chemical Soc |
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| Abstract | A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as annulation catalysts. |
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| AbstractList | A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as annulation catalysts. A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and -phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as annulation catalysts. A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as annulation catalysts. A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as annulation catalysts.A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as annulation catalysts. A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between alpha-iminoethanones and o-phenylenediamines in a chemo/regioselective manner to afford trisubstituted quinoxalines. Excellent regioselectivities (6:1 to 1:0) were achieved using [bis(trifluoroacetoxy)iodo]benzene and bis (trifluoroacetoxy)iodo] pentafluorobenzene as annulation catalysts. |
| Author | Suzuki, Noriyuki Suzuki, Yumiko Miura, Kasumi Ito, Ryota Takehara, Ren |
| AuthorAffiliation | Department of Materials and Life Sciences, Faculty of Science and Technology |
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| Keywords | OXIDATION MOLECULAR-IODINE ONE-POT SYNTHESIS ANNULATION CATALYZED SYNTHESIS EXPEDIENT SYNTHESIS EFFICIENT SYNTHESIS PROTOCOL DERIVATIVES UNSYMMETRICAL BENZILS |
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| References | ref17/cit17b ref17/cit17c ref17/cit17a ref2/cit2e ref2/cit2d ref13/cit13a ref16/cit16 ref13/cit13b ref12/cit12f ref13/cit13c ref12/cit12e ref13/cit13d ref12/cit12d ref13/cit13e Wadavrao S. B. (ref12/cit12a) 2013; 6 ref12/cit12c ref13/cit13f ref12/cit12b ref2/cit2c ref2/cit2b Loriga J. M. (ref4/cit4c) 1997; 52 ref2/cit2a ref20/cit20 ref5/cit5b ref5/cit5c ref5/cit5a ref3/cit3b ref3/cit3c ref11/cit11b ref3/cit3a ref11/cit11a ref7/cit7c ref7/cit7b ref7/cit7a ref19/cit19a ref5/cit5d ref18/cit18 ref19/cit19d ref19/cit19c ref19/cit19b ref9/cit9c ref10/cit10d ref9/cit9b ref9/cit9a ref8/cit8a ref10/cit10a ref10/cit10b ref8/cit8b ref10/cit10c ref14/cit14 ref9/cit9f ref9/cit9e ref9/cit9d ref4/cit4a ref4/cit4b ref15/cit15 ref6/cit6a ref1/cit1 ref6/cit6b Pandit, RP (WOS:000390408200010) 2016; 358 Sithambaram, S (WOS:000259678300003) 2008; 10 Suzuki, Y (WOS:000314371800004) 2013; 69 Lassagne, F (WOS:000360095900024) 2015; 47 Wan, JP (WOS:000270542400024) 2009; 11 Almandil, NB (WOS:000465503800002) 2019; 24 Shee, S (WOS:000516665800092) 2020; 85 Wu, JJ (WOS:000606840200084) 2021; 86 Bhosale, RS (WOS:000232243100019) 2005; 46 Wadavrao, SB (WOS:000416657600003) 2013; 6 Das, B (WOS:000248527400005) 2007; 48 Yashwantrao, G (WOS:000639964200001) 2021; 8 Maichrowski, J (WOS:000317132900010) 2013; 2013 Moshkina, TN (WOS:000435259400011) 2018; 7 Chesneau, B (WOS:000283531000042) 2010; 12 Rong, F (WOS:000245492400036) 2007; 17 Im, D (WOS:000488464600001) 2019; 34 Paul, S (WOS:000297442400020) 2011; 52 Wang, ZY (WOS:000351221900029) 2015; 51 Zou, J.-J. (000752848600057.27) 2008; 49 Marin, L (WOS:000323866400012) 2013; 11 Sagar, S (WOS:000685593800020) 2021; 222 Thomas, KRJ (WOS:000228106700034) 2005; 17 Madhav, B (WOS:000270533900016) 2009; 50 Wang, W (WOS:000294242600010) 2011; 13 Li, F (WOS:000535292300033) 2020; 22 Kim, YB (WOS:000188119500053) 2004; 14 Moorthy, N. S. H. N. (000752848600057.10) 1000 McCutcheon, DC (WOS:000303696200008) 2012; 134 Beesu, M (WOS:000341619400012) 2014; 57 Takashima, R (WOS:000430899300010) 2018; 74 Wang, YB (WOS:000606840200077) 2021; 86 Loriga, M (WOS:A1997XF93300004) 1997; 52 Heravi, MM (WOS:000246552900002) 2006 MIYASHITA, A (WOS:A1992JY28600008) 1992; 40 Mallepalli, R. (000752848600057.39) 2010; 1 Chen, CY (WOS:000326768800026) 2013; 69 Jung, CY (WOS:000358808400024) 2015; 121 Zitko, J. (000752848600057.7) 1000 Kaushal, T (WOS:000453233300002) 2019; 27 Salikov, RF (WOS:000344868100033) 2014; 63 More, SV (WOS:000234802100020) 2006; 8 Chen, JH (WOS:000327850900006) 2013; 214 Mishra, M (WOS:000454943500009) 2019; 21 Pissot-Soldermann, C (WOS:000276291500049) 2010; 20 More, SV (WOS:000231406400038) 2005; 46 Lindner, BD (WOS:000323578000016) 2013; 1 Okumura, S (WOS:000324546000009) 2013; 49 Viswanadham, KKDR (WOS:000343965300023) 2014; 50 Chen, DG (WOS:000412466100018) 2017; 1 Seitz, LE (WOS:000179632500021) 2002; 45 Zhao, ZJ (WOS:000221936100012) 2004; 45 OBrien, D (WOS:A1996VB47400005) 1996; 69 Ghosh, P (WOS:000311021600003) 2012; 53 Lee, SH (WOS:000321920100002) 2013; 139 Climent, MJ (WOS:000307091200013) 2012; 292 Shi, S (WOS:000318923800009) 2013; 19 Li, N.-S. (000752848600057.54) 2019 Suzuki, Y (WOS:000291778000031) 2011; 67 |
| References_xml | – ident: ref9/cit9b doi: 10.1016/j.tetlet.2004.04.144 – ident: ref9/cit9c doi: 10.1016/j.tetlet.2005.07.026 – ident: ref14/cit14 doi: 10.1021/acs.orglett.0c01186 – ident: ref15/cit15 doi: 10.1016/j.tet.2012.11.039 – ident: ref5/cit5a doi: 10.1002/ajoc.201800217 – ident: ref9/cit9a doi: 10.1055/s-0034-1380678 – ident: ref10/cit10c doi: 10.1021/acs.joc.9b03104 – ident: ref5/cit5c doi: 10.1039/c3ob41059e – ident: ref18/cit18 doi: 10.1016/j.ejmech.2019.111746 – ident: ref5/cit5b doi: 10.1039/C7QM00229G – ident: ref4/cit4b doi: 10.1016/j.bmcl.2006.12.103 – ident: ref16/cit16 doi: 10.3998/ark.5550190.0007.g02 – ident: ref3/cit3c doi: 10.1021/jm020310n – ident: ref7/cit7c doi: 10.1021/ol102022v – ident: ref2/cit2c doi: 10.3390/molecules24061002 – ident: ref12/cit12b doi: 10.1016/j.tetlet.2007.06.036 – ident: ref3/cit3b doi: 10.1016/j.bmcl.2003.09.086 – ident: ref7/cit7b doi: 10.1002/macp.201300294 – ident: ref11/cit11b doi: 10.1039/b805155k – ident: ref1/cit1 doi: 10.1039/D0QO01575J – ident: ref17/cit17b doi: 10.1016/j.tet.2011.04.020 – ident: ref11/cit11a doi: 10.1016/j.tetlet.2011.09.141 – ident: ref17/cit17c doi: 10.1248/cpb.40.2627 – ident: ref19/cit19d doi: 10.1021/jm500701q – ident: ref6/cit6b doi: 10.1063/1.117975 – ident: ref5/cit5d doi: 10.1021/cm047705a – ident: ref2/cit2b doi: 10.1016/j.bmc.2018.11.021 – ident: ref13/cit13e doi: 10.1039/C4CC05844E – ident: ref12/cit12d doi: 10.5155/eurjchem.1.3.228-231.172 – ident: ref20/cit20 doi: 10.1021/ja301493d – ident: ref12/cit12e doi: 10.1016/j.tetlet.2012.09.045 – ident: ref13/cit13d doi: 10.1016/j.tet.2013.09.027 – ident: ref7/cit7a doi: 10.1016/j.dyepig.2015.05.019 – ident: ref3/cit3a doi: 10.1016/j.bmc.2010.12.054 – ident: ref13/cit13f doi: 10.1039/C5CC00250H – ident: ref8/cit8a doi: 10.1002/ejoc.201201569 – ident: ref12/cit12f doi: 10.1016/j.tetlet.2009.08.033 – ident: ref9/cit9e doi: 10.1039/B510677J – ident: ref2/cit2a doi: 10.1016/j.ejmech.2021.113579 – ident: ref10/cit10d doi: 10.1016/j.jcat.2012.05.002 – volume: 52 start-page: 157 issue: 8 year: 1997 ident: ref4/cit4c publication-title: Il Farmaco – ident: ref9/cit9d doi: 10.1016/j.tetlet.2008.10.058 – ident: ref13/cit13c doi: 10.1002/chem.201300518 – ident: ref9/cit9f doi: 10.1016/j.tetlet.2005.08.080 – ident: ref2/cit2e doi: 10.1016/j.bmcl.2010.02.056 – ident: ref19/cit19c doi: 10.1007/s11172-014-0505-y – ident: ref12/cit12c doi: 10.1039/b914286j – ident: ref19/cit19b doi: 10.1039/C8GC02520G – ident: ref8/cit8b doi: 10.1002/adsc.201600503 – ident: ref10/cit10b doi: 10.1021/acs.joc.0c02453 – ident: ref4/cit4a doi: 10.2174/13895575113139990005 – ident: ref6/cit6a doi: 10.1039/c3tc30828f – volume: 6 start-page: 23 issue: 1 year: 2013 ident: ref12/cit12a publication-title: Org. Commun. – ident: ref17/cit17a doi: 10.1016/j.tet.2018.03.048 – ident: ref13/cit13a doi: 10.1021/ol201664x – ident: ref19/cit19a doi: 10.1080/14756366.2019.1671837 – ident: ref13/cit13b doi: 10.1039/c3cc45469j – ident: ref10/cit10a doi: 10.1021/acs.joc.0c02505 – ident: ref2/cit2d doi: 10.1007/s00432-013-1433-1 – volume: 1 start-page: 2085 year: 2017 ident: WOS:000412466100018 article-title: Synthesis and properties of a series of quinoxaline-based copolymers: an example to understand the effect of the structure of the mainchain and sidechain on the charge transport ability of the polymers publication-title: MATERIALS CHEMISTRY FRONTIERS doi: 10.1039/c7qm00229g – volume: 121 start-page: 204 year: 2015 ident: WOS:000358808400024 article-title: Synthesis and performance of new quinoxaline-based dyes for dye sensitized solar cell publication-title: DYES AND PIGMENTS doi: 10.1016/j.dyepig.2015.05.019 – volume: 40 start-page: 2627 year: 1992 ident: WOS:A1992JY28600008 article-title: CATALYTIC ACTION OF AZOLIUM SALTS .3. AROYLATION OF N-PHENYLBENZIMIDOYL CHLORIDES WITH AROMATIC-ALDEHYDES IN THE PRESENCE OF 1,3-DIMETHYLIMIDAZOLIUM IODIDE publication-title: CHEMICAL & PHARMACEUTICAL BULLETIN – volume: 21 start-page: 99 year: 2019 ident: WOS:000454943500009 article-title: Catalyst-free ambient temperature synthesis of isoquinoline-fused benzimidazoles from 2-alkynylbenzaldehydes via alkyne hydroamination publication-title: GREEN CHEMISTRY doi: 10.1039/c8gc02520g – volume: 22 start-page: 3900 year: 2020 ident: WOS:000535292300033 article-title: A Dual-Protein Cascade Reaction for the Regioselective Synthesis of Quinoxalines publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.0c01186 – volume: 134 start-page: 7604 year: 2012 ident: WOS:000303696200008 article-title: Expedient Synthesis of Electronically Modified Luciferins for Bioluminescence Imaging publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja301493d – volume: 48 start-page: 5371 year: 2007 ident: WOS:000248527400005 article-title: An efficient and convenient protocol for the synthesis of quinoxalines and dihydropyrazines via cyclization-oxidation processes using HClO4•SiO2 as a heterogeneous recyclable catalyst publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2007.06.036 – volume: 2013 start-page: 2091 year: 2013 ident: WOS:000317132900010 article-title: Efficient Synthesis of Quinoxaline Derivatives by Selective Modification of 3-Chloro-6-fluoroquinoxalin-2(1H)-one 4-Oxide publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201201569 – volume: 57 start-page: 7325 year: 2014 ident: WOS:000341619400012 article-title: Human Toll-Like Receptor 8-Selective Agonistic Activities in 1-Alkyl-1H-benzimidazol-2-amines publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm500701q – volume: 358 start-page: 3586 year: 2016 ident: WOS:000390408200010 article-title: Iron-Catalyzed Annulation of 1,2-Diamines and Diazodicarbonyls for Diverse and Polyfunctionalized Quinoxalines, Pyrazines, and Benzoquinoxalines in Water publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201600503 – volume: 11 start-page: 5866 year: 2013 ident: WOS:000323866400012 article-title: Quinoxaline derivatives with broadened absorption patterns publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c3ob41059e – volume: 17 start-page: 1663 year: 2007 ident: WOS:000245492400036 article-title: Structure-activity relationship (SAR) studies of quinoxalines as novel HCVNS5B RNA-dependent RNA polymerase inhibitors publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2006.12.103 – volume: 53 start-page: 6483 year: 2012 ident: WOS:000311021600003 article-title: Synthesis of functionalized benzimidazoles and quinoxalines catalyzed by sodium hexafluorophosphate bound Amberlite resin in aqueous medium publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2012.09.045 – volume: 222 start-page: ARTN 113579 year: 2021 ident: WOS:000685593800020 article-title: Structure activity relationship (SAR) study identifies a quinoxaline urea analog that modulates IKKβ phosphorylation for pancreatic cancer therapy publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1016/j.ejmech.2021.113579 – volume: 27 start-page: 16 year: 2019 ident: WOS:000453233300002 article-title: An insight into medicinal chemistry of anticancer quinoxalines publication-title: BIOORGANIC & MEDICINAL CHEMISTRY doi: 10.1016/j.bmc.2018.11.021 – volume: 52 start-page: 157 year: 1997 ident: WOS:A1997XF93300004 article-title: Quinoxaline chemistry .7. 2-[aminobenzoates]- and 2-[aminobenzoylglutamate]-quinoxalines as classical antifolate agents. Synthesis and evaluation of in vitro anticancer, anti-HIV and antifungal activity publication-title: FARMACO – volume: 86 start-page: 1023 year: 2021 ident: WOS:000606840200084 article-title: Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.0c02505 – volume: 63 start-page: 765 year: 2014 ident: WOS:000344868100033 article-title: The cyclopropyliminium rearrangement of 2-cyclopropyl-4-nitrobenzimidazoles publication-title: RUSSIAN CHEMICAL BULLETIN doi: 10.1007/s11172-014-0505-y – volume: 1 start-page: 228 year: 2010 ident: 000752848600057.39 article-title: Polyethylene glycol (PEG-400) mediated synthesis of quinoxalines publication-title: Eur. J. Chem. – volume: 50 start-page: 6025 year: 2009 ident: WOS:000270533900016 article-title: Biomimetic synthesis of quinoxalines in water publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2009.08.033 – volume: 11 start-page: 1633 year: 2009 ident: WOS:000270542400024 article-title: Water mediated chemoselective synthesis of 1,2-disubstituted benzimidazoles using o-phenylenediamine and the extended synthesis of quinoxalines publication-title: GREEN CHEMISTRY doi: 10.1039/b914286j – volume: 19 start-page: 6576 year: 2013 ident: WOS:000318923800009 article-title: Gold-Catalyzed Synthesis of Glyoxals by Oxidation of Terminal Alkynes: One-Pot Synthesis of Quinoxalines publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201300518 – volume: 214 start-page: 2054 year: 2013 ident: WOS:000327850900006 article-title: D-A Conjugated Polymers Based on Tetracyclic Acceptor Units: Synthesis and Application in Organic Solar Cells publication-title: MACROMOLECULAR CHEMISTRY AND PHYSICS doi: 10.1002/macp.201300294 – volume: 24 start-page: ARTN 1002 year: 2019 ident: WOS:000465503800002 article-title: Synthesis of Thymidine Phosphorylase Inhibitor Based on Quinoxaline Derivatives and Their Molecular Docking Study publication-title: MOLECULES doi: 10.3390/molecules24061002 – volume: 50 start-page: 13517 year: 2014 ident: WOS:000343965300023 article-title: Iodine-mediated oxidative annulation for one-pot synthesis of pyrazines and quinoxalines using a multipathway coupled domino strategy publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c4cc05844e – volume: 14 start-page: 541 year: 2004 ident: WOS:000188119500053 article-title: Synthesis and biological activity of new quinoxaline antibiotics of echinomycin analogues publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2003.09.086 – volume: 13 start-page: 4514 year: 2011 ident: WOS:000294242600010 article-title: Copper-Catalyzed Synthesis of Quinoxalines with o-Phenylenediamine and Terminal Alkyne in the Presence of Bases publication-title: ORGANIC LETTERS doi: 10.1021/ol201664x – volume: 67 start-page: 4710 year: 2011 ident: WOS:000291778000031 article-title: Synthesis of unsymmetrical benzils using N-heterocyclic carbene catalysis publication-title: TETRAHEDRON doi: 10.1016/j.tet.2011.04.020 – volume: 45 start-page: 5604 year: 2002 ident: WOS:000179632500021 article-title: Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm020310n – volume: 69 start-page: 881 year: 1996 ident: WOS:A1996VB47400005 article-title: Use of poly(phenyl quinoxaline) as an electron transport material in polymer light-emitting diodes publication-title: APPLIED PHYSICS LETTERS – volume: 46 start-page: 7183 year: 2005 ident: WOS:000232243100019 article-title: An efficient protocol for the synthesis of quinoxaline derivatives at room temperature using molecular iodine as the catalyst publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2005.08.080 – volume: 8 start-page: 2820 year: 2021 ident: WOS:000639964200001 article-title: Recent advances in the synthesis and reactivity of quinoxaline publication-title: ORGANIC CHEMISTRY FRONTIERS doi: 10.1039/d0qo01575j – volume: 45 start-page: 4873 year: 2004 ident: WOS:000221936100012 article-title: General microwave-assisted protocols for the expedient synthesis of quinoxalines and heterocyclic pyrazines publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2004.04.144 – volume: 6 start-page: 23 year: 2013 ident: WOS:000416657600003 article-title: A Simple and efficient protocol for the synthesis of quinoxalines catalyzed by pyridine publication-title: ORGANIC COMMUNICATIONS – year: 1000 ident: 000752848600057.7 article-title: Synthesis and Antimycobacterial Properties of Nsubstituted 6-Amino-5-cyanopyrazine-2-carboxamides publication-title: Bioorg. Med. – volume: 139 start-page: 1279 year: 2013 ident: WOS:000321920100002 article-title: Anti-cancer effect of a quinoxaline derivative GK13 as a transglutaminase 2 inhibitor publication-title: JOURNAL OF CANCER RESEARCH AND CLINICAL ONCOLOGY doi: 10.1007/s00432-013-1433-1 – start-page: 16 year: 2006 ident: WOS:000246552900002 article-title: Facile synthesis of quinoxaline derivatives using o-iodoxybenzoic acid (IBX) at room temperature publication-title: ARKIVOC doi: 10.3998/ark.5550190.0007.g02 – volume: 20 start-page: 2609 year: 2010 ident: WOS:000276291500049 article-title: Discovery and SAR of potent, orally available 2,8-diaryl-quinoxalines as a new class of JAK2 inhibitors publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2010.02.056 – volume: 7 start-page: 1080 year: 2018 ident: WOS:000435259400011 article-title: New 2,3-Bis(5-arylthiophen-2-yl)quinoxaline Derivatives: Synthesis and Photophysical Properties publication-title: ASIAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ajoc.201800217 – volume: 17 start-page: 1860 year: 2005 ident: WOS:000228106700034 article-title: Chromophore-labeled quinoxaline derivatives as efficient electroluminescent materials publication-title: CHEMISTRY OF MATERIALS doi: 10.1021/cm047705a – volume: 49 start-page: 9266 year: 2013 ident: WOS:000324546000009 article-title: Hypervalent iodine(III)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes: direct synthesis of quinoxalines from alkyne substrates under metal-free conditions publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c3cc45469j – volume: 292 start-page: 118 year: 2012 ident: WOS:000307091200013 article-title: Biomass into chemicals: One-pot two- and three-step synthesis of quinoxalines from biomass-derived glycols and 1,2-dinitrobenzene derivatives using supported gold nanoparticles as catalysts publication-title: JOURNAL OF CATALYSIS doi: 10.1016/j.jcat.2012.05.002 – volume: 34 start-page: 1716 year: 2019 ident: WOS:000488464600001 article-title: Conformational restriction of a type II FMS inhibitor leading to discovery of 5-methyl-N-(2-aryl-1H-benzo[d]imidazo-5-yl)isoxazole-4-carboxamide analogues as selective FLT3 inhibitors publication-title: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY doi: 10.1080/14756366.2019.1671837 – volume: 8 start-page: 91 year: 2006 ident: WOS:000234802100020 article-title: Cerium (IV) ammonium nitrate (CAN) as a catalyst in tap water: A simple, proficient and green approach for the synthesis of quinoxalines publication-title: GREEN CHEMISTRY doi: 10.1039/b510677j – volume: 52 start-page: 6597 year: 2011 ident: WOS:000297442400020 article-title: Synthesis of libraries of quinoxalines through eco-friendly tandem oxidation-condensation or condensation reactions publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2011.09.141 – year: 1000 ident: 000752848600057.10 article-title: 6H-Indolo[2,3-b]Quinoxalines: DNA and Protein Interacting Scaffold for Pharmacological Activities publication-title: Mini-Rev. Med. – volume: 69 start-page: 9735 year: 2013 ident: WOS:000326768800026 article-title: Efficient synthesis of quinoxalines with hypervalent iodine as a catalyst publication-title: TETRAHEDRON doi: 10.1016/j.tet.2013.09.027 – volume: 12 start-page: 4868 year: 2010 ident: WOS:000283531000042 article-title: A Fused Donor-Acceptor System Based on an Extended Tetrathiafulvalene and a Ruthenium Complex of Dipyridoquinoxaline publication-title: ORGANIC LETTERS doi: 10.1021/ol102022v – volume: 47 start-page: 2680 year: 2015 ident: WOS:000360095900024 article-title: A Combined Experimental and Theoretical Study of the Ammonium Bifluoride Catalyzed Regioselective Synthesis of Quinoxalines and Pyrido[2,3-b]pyrazines publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-0034-1380678 – volume: 74 start-page: 2261 year: 2018 ident: WOS:000430899300010 article-title: Selective synthesis of 1,4,5-trisubstituted imidazoles from α-imino ketones prepared by N-heterocyclic-carbene-catalyzed aroylation publication-title: TETRAHEDRON doi: 10.1016/j.tet.2018.03.048 – volume: 1 start-page: 5718 year: 2013 ident: WOS:000323578000016 article-title: N-Fused quinoxalines and benzoquinoxalines as attractive emitters for organic light emitting diodes publication-title: JOURNAL OF MATERIALS CHEMISTRY C doi: 10.1039/c3tc30828f – volume: 10 start-page: 1029 year: 2008 ident: WOS:000259678300003 article-title: Manganese octahedral molecular sieves catalyzed tandem process for synthesis of quinoxalines publication-title: GREEN CHEMISTRY doi: 10.1039/b805155k – start-page: 184 year: 2019 ident: 000752848600057.54 article-title: Reinvestigating the Syntesis and Efficacy of Small Benzimidazole Derivatives and Presequence Protease Enhancers publication-title: Eur. J. Med. Chem. – volume: 86 start-page: 947 year: 2021 ident: WOS:000606840200077 article-title: NaOH-Mediated Direct Synthesis of Quinoxalines from o-Nitroanilines and Alcohols via a Hydrogen-Transfer Strategy publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.0c02453 – volume: 69 start-page: 470 year: 2013 ident: WOS:000314371800004 article-title: One-pot synthesis of unsymmetrical benzils and N-heteroarenes through nucleophilic aroylation catalyzed by N-heterocyclic carbene publication-title: TETRAHEDRON doi: 10.1016/j.tet.2012.11.039 – volume: 85 start-page: 2775 year: 2020 ident: WOS:000516665800092 article-title: Nickel-Catalyzed Direct Synthesis of Quinoxalines from 2-Nitroanilines and Vicinal Diols: Identifying Nature of the Active Catalyst publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.9b03104 – volume: 46 start-page: 6345 year: 2005 ident: WOS:000231406400038 article-title: Molecular iodine: a powerful catalyst for the easy and efficient synthesis of quinoxalines publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2005.07.026 – volume: 49 year: 2008 ident: 000752848600057.27 article-title: Gallium(III) Triflate-catalyzed Synthesis of Quinoxaline Derivatives publication-title: Tetrahedron Lett – volume: 51 start-page: 5069 year: 2015 ident: WOS:000351221900029 article-title: Coordinated assembly of a new 3D mesoporous Fe3O4@Cu2O-graphene oxide framework as a highly efficient and reusable catalyst for the synthesis of quinoxalines publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c5cc00250h |
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| Snippet | A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their... |
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| SubjectTerms | achieved using afford trisubstituted quinoxalines Biochemistry Biotechnology Cancer Chemical Sciences not elsewhere classified Chemistry Chemistry, Organic Computational Biology Developmental Biology Environmental Sciences not elsewhere classified excellent regioselectivities hypervalent iodine reagents Immunology important motif Indicators and Reagents Iodides Iodine materials sciences medicinal chemistry Medicine organic chemistry Pharmacology phenylenediamines Physical Sciences previously established Prospective Studies prospective utility Quinoxalines regioselective manner regioselective preparation regioselective synthesis regioselectivity reported system Science & Technology Science Policy trisubstituted quinoxalines trisubstituted quinoxalines mediated |
| Title | Regioselective Synthesis of Trisubstituted Quinoxalines Mediated by Hypervalent Iodine Reagents |
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