Copper(II)-Catalyzed Three-Component Cascade Annulation of Diaryliodoniums, Nitriles, and Alkynes: A Regioselective Synthesis of Multiply Substituted Quinolines

Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade annulation is highly regioselective, step‐economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis...

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Published in	Angewandte Chemie International Edition Vol. 52; no. 20; pp. 5323 - 5327
Main Authors	Wang, Yong, Chen, Chao, Peng, Jing, Li, Ming
Format	Journal Article
Language	English
Published	Weinheim WILEY-VCH Verlag 10.05.2013 WILEY‐VCH Verlag Wiley Wiley Subscription Services, Inc
Edition	International ed. in English
Subjects	Alkynes Alkynes - chemistry annulation Cascades Catalysis Chemical reactions Chemistry Chemistry, Multidisciplinary Copper - chemistry diaryliodonium Functional groups Hydrocarbons, Iodinated - chemistry Mesylates - chemistry Molecular Structure Nitriles Nitriles - chemistry nitrogen heterocycles Onium Compounds - chemistry Organic chemistry Physical Sciences Quinoline Quinolines - chemical synthesis Quinolines - chemistry Science & Technology Synthesis alkynes COMPLEXES diaryliodonium SALTS INDOLES annulation nitriles LIGANDS POLYVALENT IODINE COMPOUNDS nitrogen heterocycles CHEMISTRY H BOND ARYLATION EFFICIENT ALKALOIDS
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Abstract	Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade annulation is highly regioselective, step‐economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis of complex molecules.
AbstractList	Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade annulation is highly regioselective, step‐economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis of complex molecules. Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a Cu super(II)-catalyzed method. This cascade annulation is highly regioselective, step-economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis of complex molecules. Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a Cu(II) -catalyzed method. This cascade annulation is highly regioselective, step-economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis of complex molecules.
Author	Li, Ming Peng, Jing Wang, Yong Chen, Chao
Author_xml	– sequence: 1 givenname: Yong surname: Wang fullname: Wang, Yong organization: Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, 100084 (China) – sequence: 2 givenname: Chao surname: Chen fullname: Chen, Chao email: Chenchao01@mails.tsinghua.edu.cn organization: Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, 100084 (China) – sequence: 3 givenname: Jing surname: Peng fullname: Peng, Jing organization: Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, 100084 (China) – sequence: 4 givenname: Ming surname: Li fullname: Li, Ming organization: College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, 266042 (China)
BackLink	https://www.ncbi.nlm.nih.gov/pubmed/23576384$$D View this record in MEDLINE/PubMed
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Cites_doi	10.1002/ange.19550671403 10.1021/jm701478a 10.1021/ja060809x 10.1021/cs1001543 10.1021/cr800332c 10.1002/asia.200900018 10.1021/ja00052a062 10.1021/ja902762a 10.1002/ange.201202161 10.1021/ja904116k 10.1016/S0040-4020(96)01024-1 10.1021/ja909818n 10.1021/cr60111a001 10.1021/ja201425e 10.1002/jlac.19555940104 10.1002/adsc.200700373 10.1002/adsc.201100141 10.1021/om100573r 10.1002/anie.201202161 10.1021/ja3039807 10.1039/c001076f 10.1038/nature09197 10.1002/anie.200904689 10.1021/jo300250x 10.1021/ja070394v 10.1021/ja303116v 10.1002/cber.19560890207 10.1002/9780470187029.ch2 10.1021/ja043721x 10.1021/cr800482c 10.1002/ange.200904689 10.1021/ol801246m 10.1039/a909041j 10.1021/ma9001319 10.1021/ja070263u 10.1021/cr010003 10.1039/c2cc34592g 10.1039/B612168N 10.1021/jo2008934 10.1021/ja101088j 10.1021/jm900972u 10.1002/anie.201202412 10.1021/ol102734g 10.1021/cm803087c 10.1016/j.tet.2004.07.048 10.1021/ja801767s 10.1002/ange.200703172 10.1002/ange.201202412 10.3998/ark.5550190.0012.107 10.1021/ol203339c 10.1002/anie.200703172 10.1126/science.1106753 10.1021/ja01647a022 10.1021/ol2007154 10.1021/jm8013629 10.1021/cr940424 10.1021/cr60134a002 10.1126/science.1169975 10.1021/ja00074a061 10.1021/cr010003+ 10.1039/b612168n
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Keywords	alkynes COMPLEXES diaryliodonium SALTS INDOLES annulation nitriles LIGANDS POLYVALENT IODINE COMPOUNDS nitrogen heterocycles CHEMISTRY H BOND ARYLATION EFFICIENT ALKALOIDS
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References	M. Bielawski, M. Zhu, B. Olofsson, Adv. Synth. Catal. 2007, 349, 2610. V. V. Zhdankin, P. J. Stang, Chem. Rev. 2008, 108, 5299 J. K. Natarajan, J. N. Alumasa, K. Yearick, K. A. Ekoue-Kovi, L. B. Casabianca, A. C. de Dios, C. Wolf, P. D. Roepe, J. Med. Chem. 2008, 51, 3466 E. A. Merritt, B. Olofsson, Angew. Chem. 2009, 121, 9214 F. W. Bergstrom, Chem. Rev. 1944, 35, 156 P. J. Stang, V. V. Zhdankin, J. Am. Chem. Soc. 1993, 115, 9808 K. Andries, P. Verhasselt, J. Guillemont, H. W. H. Gölmann, J.-M. Neefs, H. Winkler, J. V. Gestel, P. Timmerman, M. Zhu, E. Lee, P. Williams, D. de Chaffoy, E. Huitric, S. Hoffner, E. Cambau, C. Truffot-Pernot, N. Lounis, V. Jarlier, Science 2005, 307, 223. M. Velusamy, C.-H. Chen, Y. S. Wen, J. T. Lin, C.-C. Lin, C.-H. Lai, P.-T. Chou, Organometallics 2010, 29, 3912 I. Abrunhosa, L. Delain-Bioton, A. C. Gaumont, M. Gulea, S. Masson, Tetrahedron 2004, 60, 9263. B. Xiao, Y. Fu, J. Xu, T.-J. Gong, J.-J. Dai, J. Yi, L. Liu, J. Am. Chem. Soc. 2010, 132, 468 The reaction of N-arylnitrilium salts with alkenes to produce dihydroquinolinium salts has been reported, see: A. H. Moustafa, M. G. Hitzler, M. Lutz, J. C. Jochims, Tetrahedron 1997, 53, 625. V. Bhalla, V. Vij, M. Kumar, P. R. Sharma, T. Kaur, Org. Lett. 2012, 14, 1012 Angew. Chem. Int. Ed. 2012, 51, 7282 A. Kulkarni, B. Török, Green Chem. 2010, 12, 875 H. Li, F. Jäkle, Macromolecules 2009, 42, 3448 W. Li, J. J. Gao, Y. Zhang, W. Tang, H. Lee, K. R. Fandrick, B. Lu, C. H. Senanayakea, Adv. Synth. Catal. 2011, 353, 1671 M. M. Biddle, M. Lin, K. A. Scheidt, J. Am. Chem. Soc. 2007, 129, 3830 C.-C. Cheng, S.-J. Yan, Org. React. 1982, 28, 37 Angew. Chem. Int. Ed. 2009, 48, 9052 V. V. Zhdankin, P. J. Stang, Chem. Rev. 2002, 102, 2523 F. W. Bergstrom, Chem. Rev. 1944, 35, 153. H. Meerwein, P. Laasch, R. Mersch, J. Spille, Chem. Ber. 1956, 89, 209. S. Castro, J. J. Fernández, R. Vicente, F. J. Fañanás, F. Rodríguez, Chem. Commun. 2012, 48, 9089 S. Ali, H.-T. Zhu, X.-F. Xia, K.-G. Ji, Y.-F. Yang, X.-R. Song, Y.-M. Liang, Org. Lett. 2011, 13, 2598 G. Jones in The Chemistry of Heterocyclic Compounds, Vol. 32 (Eds.: A. Weissberger, E. C. Taylor), Wiley, Chichester, 1977, Part I, pp. 93-318 R. H. Reitsema, Chem. Rev. 1948, 43, 47 X. Zhang, X. Song, H. Li, S. Zhang, X. Chen, X. Yu, W. Wang, Angew. Chem. 2012, 124, 7394 F. Wang, C. Chen, G. Deng, C. Xi, J. Org. Chem. 2012, 77, 4148. S. Andrews, S. J. Burgess, D. Skaalrud, J. Xu Kelly, D. H. Peyton, J. Med. Chem. 2010, 53, 916 R. J. Phipps, M. J. Gaunt, Science 2009, 323, 1593 J. Barluenga, F. Rodríguez, F. J. Fañanás, Chem. Asian J. 2009, 4, 1036. Angew. Chem. Int. Ed. 2012, 51, 7292 V. V. Grushin, Chem. Soc. Rev. 2000, 29, 315 A.-M. Lord, M. F. Mahon, M. D. Lloyd, M. D. Threadgill, J. Med. Chem. 2009, 52, 868 R. J. Phipps, L. McMurray, S. Ritter, H. A. Duong, M. J. Gaunt, J. Am. Chem. Soc. 2012, 134, 10773. H. Meerwein, Angew. Chem. 1955, 67, 374 Angew. Chem. Int. Ed. 2008, 47, 2365 P. J. Stang, V. V. Zhdankin, Chem. Rev. 1996, 96, 1123. J. L. Kim, I. S. Shin, H. Kim, J. Am. Chem. Soc. 2005, 127, 1614. N. R. Deprez, D. Kalyani, A. Krause, M. S. Sanford, J. Am. Chem. Soc. 2006, 128, 4972. B. Chen, X.-L. Hou, Y.-X. Li, Y.-D. Wu, J. Am. Chem. Soc. 2011, 133, 7668 N. R. Deprez, M. S. Sanford, J. Am. Chem. Soc. 2009, 131, 11234 D. C. Behenna, J. L. Stockdill, B. M. Stoltz, Angew. Chem. 2008, 120, 2400 F. Klages, W. Grill, Justus Liebigs Ann. Chem. 1955, 594, 21 B. Tan, Z. Shi, P. J. Chua, G. Zhong, Org. Lett. 2008, 10, 3425 E. Skucas, D. W. C. MacMillan, J. Am. Chem. Soc. 2012, 134, 9090 A. J. Hickman, M. S. Sanford, ACS Catal. 2011, 1, 170 R. H. F. Manske, M. Kukla, Org. React. 1953, 7, 59 M. S. Yusubov, A. V. Maskaev, V. V. Zhdankin, ARKIVOC 2011, 370 A. M. Wagner, M. S. Sanford, Org. Lett. 2011, 13, 288 J. P. Michael, Nat. Prod. Rep. 2008, 25, 166 M. Rouffet, C. A. F. de Oliveira, Y. Udi, A. Agrawal, I. Sagi, J. A. McCammon, S. M. Cohen, J. Am. Chem. Soc. 2010, 132, 8232 A. I. Boldyrev, V. V. Zhdankin, J. Simons, P. J. Stang, J. Am. Chem. Soc. 1992, 114, 10569. Y. Yan, K. Xu, Y. Fang, Z. Wang, J. Org. Chem. 2011, 76, 6849 S. Tao, L. Li, J. Yu, Y. Jiang, Y. Zhou, C.-S. Lee, S.-T. Lee, X. Zhang, O. Kwon, Chem. Mater. 2009, 21, 1284 Y. Zhang, M. S. Sigman, J. Am. Chem. Soc. 2007, 129, 3076 X. Ji, H. Huang, Y. Li, H. Chen, H. Jiang, Angew. Chem. 2012, 124, 7404 J. Marco-Contelles, E. Pérez-Mayoral, A. Samadi, M. C. Carreiras, E. Soriano, Chem. Rev. 2009, 109, 2652 R. J. Phipps, N. P. Grimster, M. J. Gaunt, J. Am. Chem. Soc. 2008, 130, 8172 B. D. Bax, P. F. Chan, D. S. Eggleston, A. Fosberry, D. R. Gentry, F. Gorrec, I. Giordano, M. M. Hann, A. Hennessy, M. Hibbs, J. Huang, E. Jones, J. Jones, K. K. Brown, C. J. Lewis, E. W. May, M. R. Saunders, O. Singh, C. E. Spitzfaden, C. Shen, A. Shillings, A. J. Theobald, A. Wohlkonig, N. D. Pearson, M. N. Gwynn, Nature 2010, 466, 935 J. Wu, X. Cui, L. Chen, G. Jiang, Y. Wu, J. Am. Chem. Soc. 2009, 131, 13888. H. R. Henze, D. W. Carroll, J. Am. Chem. Soc. 1954, 76, 4580 2010; 12 2010; 53 2007; 349 2009; 42 2004; 60 2010; 466 2008; 108 2011; 13 2012; 14 2011; 353 1977 1944; 35 2009; 52 1982; 28 2012; 134 2010; 29 1997; 53 2002; 102 1992; 114 1956; 89 2008; 25 2005; 307 2006; 128 2009; 323 2007; 129 2000; 29 1955; 594 2009; 21 2011; 1 2011 1996; 96 2011; 76 2008; 10 1953; 7 2009; 131 2008; 51 2012; 77 2009 2009; 121 48 2011; 133 1955; 67 2005; 127 1954; 76 2010; 132 2012 2012; 124 51 2009; 4 2012; 48 1948; 43 2009; 109 2008 2008; 120 47 1993; 115 2008; 130 e_1_2_3_71_2 e_1_2_3_50_2 e_1_2_3_37_3 e_1_2_3_4_2 e_1_2_3_16_2 e_1_2_3_37_2 e_1_2_3_2_2 e_1_2_3_18_2 e_1_2_3_39_2 e_1_2_3_56_2 e_1_2_3_8_2 e_1_2_3_12_2 Cheng C.‐C. (e_1_2_3_23_2) 1982; 28 e_1_2_3_33_2 e_1_2_3_58_2 e_1_2_3_6_2 e_1_2_3_14_2 e_1_2_3_35_2 e_1_2_3_52_2 e_1_2_3_54_2 e_1_2_3_10_2 e_1_2_3_31_2 e_1_2_3_60_2 Jones G. (e_1_2_3_24_2) 1977 e_1_2_3_49_2 e_1_2_3_28_2 e_1_2_3_22_2 e_1_2_3_45_2 e_1_2_3_68_2 e_1_2_3_47_2 e_1_2_3_66_2 e_1_2_3_41_2 e_1_2_3_64_2 e_1_2_3_20_2 e_1_2_3_43_2 e_1_2_3_62_2 e_1_2_3_72_2 e_1_2_3_70_2 Manske R. H. F. (e_1_2_3_26_2) 1953; 7 e_1_2_3_19_2 e_1_2_3_1_2 e_1_2_3_5_2 e_1_2_3_15_2 e_1_2_3_38_2 e_1_2_3_36_3 e_1_2_3_3_2 e_1_2_3_17_2 e_1_2_3_59_2 e_1_2_3_9_2 e_1_2_3_11_2 e_1_2_3_34_2 e_1_2_3_7_3 e_1_2_3_55_2 e_1_2_3_7_2 e_1_2_3_13_2 e_1_2_3_36_2 e_1_2_3_57_2 e_1_2_3_30_2 e_1_2_3_51_2 e_1_2_3_32_2 e_1_2_3_53_2 e_1_2_3_61_2 e_1_2_3_27_2 e_1_2_3_48_2 e_1_2_3_29_2 e_1_2_3_44_2 e_1_2_3_69_2 e_1_2_3_25_2 e_1_2_3_46_2 e_1_2_3_67_2 e_1_2_3_40_2 e_1_2_3_65_2 e_1_2_3_42_3 e_1_2_3_21_2 e_1_2_3_42_2 e_1_2_3_63_2 Lord, AM (WOS:000263142400030) 2009; 52 Natarajan, JK (WOS:000256922800014) 2008; 51 (000318370200022.3) 2012; 51 Biddle, MM (WOS:000245241600028) 2007; 129 Li, HY (WOS:000266200800004) 2009; 42 Behenna, D. C. (000318370200022.11) 2008; 120 Ji, X. (000318370200022.26) 2012; 124 Grushin, VV (WOS:000089142000004) 2000; 29 (000318370200022.1) 2009; 48 Yusubov, MS (WOS:000294727300007) 2011 Rouffet, M (WOS:000278905700004) 2010; 132 MEERWEIN, H (WOS:A1955WT12900002) 1955; 67 MANSKE, RHF (WOS:A1953UZ71800002) 1953; 7 Tan, B (WOS:000258293100012) 2008; 10 Li, WJ (WOS:000292939600003) 2011; 353 Tao, SL (WOS:000265029100019) 2009; 21 Deprez, NR (WOS:000268806500077) 2009; 131 STANG, PJ (WOS:A1993MD06900061) 1993; 115 CHENG, CC (WOS:A1982QN62900002) 1982; 28 Velusamy, M (WOS:000281472500027) 2010; 29 Phipps, RJ (WOS:000257152800031) 2008; 130 Bergstrom, F. W. (000318370200022.12) 1944; 35 KLAGES, F (WOS:A1955WK98900003) 1955; 594 HENZE, HR (WOS:A1954UB50700021) 1954; 76 Andrews, S (WOS:000273672100037) 2010; 53 Phipps, RJ (WOS:000264342300035) 2009; 323 (000318370200022.4) 2008; 47 REITSEMA, RH (WOS:A1948UE85900002) 1948; 43 Andries, K (WOS:000226361900033) 2005; 307 BOLDYREV, AI (WOS:A1992KD71700062) 1992; 114 Chen, B (WOS:000291580400013) 2011; 133 Wu, JL (WOS:000270433900002) 2009; 131 Bhalla, V (WOS:000300339800015) 2012; 14 Zhdankin, VV (WOS:000176810300003) 2002; 102 Barluenga, J (WOS:000267893100003) 2009; 4 Skucas, E (WOS:000304837800018) 2012; 134 Yan, YZ (WOS:000293759000040) 2011; 76 Abrunhosa, I (WOS:000224047900029) 2004; 60 Bielawski, M (WOS:000251737500011) 2007; 349 Bergstrom, F. W. (000318370200022.13) 1944; 35 Xiao, B (WOS:000275084600020) 2010; 132 Ali, S (WOS:000290465800023) 2011; 13 Bax, BD (WOS:000281030300026) 2010; 466 Wagner, AM (WOS:000286130000030) 2011; 13 Michael, JP (WOS:000253545000008) 2008; 25 Hickman, AJ (WOS:000289457000001) 2011; 1 Phipps, RJ (WOS:000305863900015) 2012; 134 Kulkarni, A (WOS:000277563500022) 2010; 12 Zhang, X. (000318370200022.59) 2012; 124 Wang, F (WOS:000302982000047) 2012; 77 Stang, PJ (WOS:A1996UK40100009) 1996; 96 Zhdankin, VV (WOS:000261723400011) 2008; 108 Moustafa, AH (WOS:A1997VZ74600022) 1997; 53 Marco-Contelles, J (WOS:000266929800011) 2009; 109 Castro, S (WOS:000307450900029) 2012; 48 Zhang, Y (WOS:000244896900023) 2007; 129 Jones, G. (000318370200022.27) 1977; 32 Kim, JI (WOS:000226951800012) 2005; 127 MEERWEIN, H (WOS:A1956WK04400006) 1956; 89 Merritt, E. A. (000318370200022.38) 2009; 121 Deprez, NR (WOS:000236917200026) 2006; 128 (000318370200022.2) 2012; 51
References_xml	– reference: X. Ji, H. Huang, Y. Li, H. Chen, H. Jiang, Angew. Chem. 2012, 124, 7404; – reference: H. Meerwein, Angew. Chem. 1955, 67, 374; – reference: Y. Zhang, M. S. Sigman, J. Am. Chem. Soc. 2007, 129, 3076; – reference: M. Velusamy, C.-H. Chen, Y. S. Wen, J. T. Lin, C.-C. Lin, C.-H. Lai, P.-T. Chou, Organometallics 2010, 29, 3912; – reference: F. Wang, C. Chen, G. Deng, C. Xi, J. Org. Chem. 2012, 77, 4148. – reference: R. J. Phipps, M. J. Gaunt, Science 2009, 323, 1593; – reference: V. V. Zhdankin, P. J. Stang, Chem. Rev. 2002, 102, 2523; – reference: J. L. Kim, I. S. Shin, H. Kim, J. Am. Chem. Soc. 2005, 127, 1614. – reference: J. Barluenga, F. Rodríguez, F. J. Fañanás, Chem. Asian J. 2009, 4, 1036. – reference: N. R. Deprez, D. Kalyani, A. Krause, M. S. Sanford, J. Am. Chem. Soc. 2006, 128, 4972. – reference: B. D. Bax, P. F. Chan, D. S. Eggleston, A. Fosberry, D. R. Gentry, F. Gorrec, I. Giordano, M. M. Hann, A. Hennessy, M. Hibbs, J. Huang, E. Jones, J. Jones, K. K. Brown, C. J. Lewis, E. W. May, M. R. Saunders, O. Singh, C. E. Spitzfaden, C. Shen, A. Shillings, A. J. Theobald, A. Wohlkonig, N. D. Pearson, M. N. Gwynn, Nature 2010, 466, 935; – reference: G. Jones in The Chemistry of Heterocyclic Compounds, Vol. 32 (Eds.: A. Weissberger, E. C. Taylor), Wiley, Chichester, 1977, Part I, pp. 93-318; – reference: M. M. Biddle, M. Lin, K. A. Scheidt, J. Am. Chem. Soc. 2007, 129, 3830; – reference: S. Tao, L. Li, J. Yu, Y. Jiang, Y. Zhou, C.-S. Lee, S.-T. Lee, X. Zhang, O. Kwon, Chem. Mater. 2009, 21, 1284; – reference: P. J. Stang, V. V. Zhdankin, Chem. Rev. 1996, 96, 1123. – reference: K. Andries, P. Verhasselt, J. Guillemont, H. W. H. Gölmann, J.-M. Neefs, H. Winkler, J. V. Gestel, P. Timmerman, M. Zhu, E. Lee, P. Williams, D. de Chaffoy, E. Huitric, S. Hoffner, E. Cambau, C. Truffot-Pernot, N. Lounis, V. Jarlier, Science 2005, 307, 223. – reference: Angew. Chem. Int. Ed. 2012, 51, 7292; – reference: E. A. Merritt, B. Olofsson, Angew. Chem. 2009, 121, 9214; – reference: Angew. Chem. Int. Ed. 2009, 48, 9052; – reference: B. Xiao, Y. Fu, J. Xu, T.-J. Gong, J.-J. Dai, J. Yi, L. Liu, J. Am. Chem. Soc. 2010, 132, 468; – reference: J. Marco-Contelles, E. Pérez-Mayoral, A. Samadi, M. C. Carreiras, E. Soriano, Chem. Rev. 2009, 109, 2652; – reference: V. Bhalla, V. Vij, M. Kumar, P. R. Sharma, T. Kaur, Org. Lett. 2012, 14, 1012; – reference: S. Castro, J. J. Fernández, R. Vicente, F. J. Fañanás, F. Rodríguez, Chem. Commun. 2012, 48, 9089; – reference: E. Skucas, D. W. C. MacMillan, J. Am. Chem. Soc. 2012, 134, 9090; – reference: J. P. Michael, Nat. Prod. Rep. 2008, 25, 166; – reference: F. Klages, W. Grill, Justus Liebigs Ann. Chem. 1955, 594, 21; – reference: J. K. Natarajan, J. N. Alumasa, K. Yearick, K. A. Ekoue-Kovi, L. B. Casabianca, A. C. de Dios, C. Wolf, P. D. Roepe, J. Med. Chem. 2008, 51, 3466; – reference: M. Bielawski, M. Zhu, B. Olofsson, Adv. Synth. Catal. 2007, 349, 2610. – reference: B. Tan, Z. Shi, P. J. Chua, G. Zhong, Org. Lett. 2008, 10, 3425; – reference: D. C. Behenna, J. L. Stockdill, B. M. Stoltz, Angew. Chem. 2008, 120, 2400; – reference: A. I. Boldyrev, V. V. Zhdankin, J. Simons, P. J. Stang, J. Am. Chem. Soc. 1992, 114, 10569. – reference: J. Wu, X. Cui, L. Chen, G. Jiang, Y. Wu, J. Am. Chem. Soc. 2009, 131, 13888. – reference: M. S. Yusubov, A. V. Maskaev, V. V. Zhdankin, ARKIVOC 2011, 370; – reference: R. J. Phipps, L. McMurray, S. Ritter, H. A. Duong, M. J. Gaunt, J. Am. Chem. Soc. 2012, 134, 10773. – reference: A. M. Wagner, M. S. Sanford, Org. Lett. 2011, 13, 288; – reference: V. V. Zhdankin, P. J. Stang, Chem. Rev. 2008, 108, 5299; – reference: N. R. Deprez, M. S. Sanford, J. Am. Chem. Soc. 2009, 131, 11234; – reference: X. Zhang, X. Song, H. Li, S. Zhang, X. Chen, X. Yu, W. Wang, Angew. Chem. 2012, 124, 7394; – reference: H. Li, F. Jäkle, Macromolecules 2009, 42, 3448; – reference: F. W. Bergstrom, Chem. Rev. 1944, 35, 156; – reference: The reaction of N-arylnitrilium salts with alkenes to produce dihydroquinolinium salts has been reported, see: A. H. Moustafa, M. G. Hitzler, M. Lutz, J. C. Jochims, Tetrahedron 1997, 53, 625. – reference: H. R. Henze, D. W. Carroll, J. Am. Chem. Soc. 1954, 76, 4580; – reference: H. Meerwein, P. Laasch, R. Mersch, J. Spille, Chem. Ber. 1956, 89, 209. – reference: Angew. Chem. Int. Ed. 2012, 51, 7282; – reference: R. H. F. Manske, M. Kukla, Org. React. 1953, 7, 59; – reference: R. H. Reitsema, Chem. Rev. 1948, 43, 47; – reference: A. J. Hickman, M. S. Sanford, ACS Catal. 2011, 1, 170; – reference: Angew. Chem. Int. Ed. 2008, 47, 2365; – reference: R. J. Phipps, N. P. Grimster, M. J. Gaunt, J. Am. Chem. Soc. 2008, 130, 8172; – reference: W. Li, J. J. Gao, Y. Zhang, W. Tang, H. Lee, K. R. Fandrick, B. Lu, C. H. Senanayakea, Adv. Synth. Catal. 2011, 353, 1671; – reference: M. Rouffet, C. A. F. de Oliveira, Y. Udi, A. Agrawal, I. Sagi, J. A. McCammon, S. M. Cohen, J. Am. Chem. Soc. 2010, 132, 8232; – reference: S. Ali, H.-T. Zhu, X.-F. Xia, K.-G. Ji, Y.-F. Yang, X.-R. Song, Y.-M. Liang, Org. Lett. 2011, 13, 2598; – reference: F. W. Bergstrom, Chem. Rev. 1944, 35, 153. – reference: A.-M. Lord, M. F. Mahon, M. D. Lloyd, M. D. Threadgill, J. Med. Chem. 2009, 52, 868; – reference: A. Kulkarni, B. Török, Green Chem. 2010, 12, 875; – reference: C.-C. Cheng, S.-J. Yan, Org. React. 1982, 28, 37; – reference: V. V. Grushin, Chem. Soc. Rev. 2000, 29, 315; – reference: B. Chen, X.-L. Hou, Y.-X. Li, Y.-D. Wu, J. Am. Chem. Soc. 2011, 133, 7668; – reference: I. Abrunhosa, L. Delain-Bioton, A. C. Gaumont, M. Gulea, S. Masson, Tetrahedron 2004, 60, 9263. – reference: Y. Yan, K. Xu, Y. Fang, Z. Wang, J. Org. Chem. 2011, 76, 6849; – reference: S. Andrews, S. J. Burgess, D. Skaalrud, J. Xu Kelly, D. H. Peyton, J. Med. Chem. 2010, 53, 916; – reference: P. J. Stang, V. V. Zhdankin, J. Am. Chem. Soc. 1993, 115, 9808; – volume: 25 start-page: 166 year: 2008 publication-title: Nat. Prod. Rep. – volume: 307 start-page: 223 year: 2005 publication-title: Science – volume: 127 start-page: 1614 year: 2005 publication-title: J. Am. Chem. Soc. – volume: 48 start-page: 9089 year: 2012 publication-title: Chem. Commun. – volume: 35 start-page: 156 year: 1944 publication-title: Chem. Rev. – volume: 76 start-page: 4580 year: 1954 publication-title: J. Am. Chem. Soc. – volume: 4 start-page: 1036 year: 2009 publication-title: Chem. Asian J. – volume: 76 start-page: 6849 year: 2011 publication-title: J. Org. Chem. – volume: 96 start-page: 1123 year: 1996 publication-title: Chem. Rev. – volume: 323 start-page: 1593 year: 2009 publication-title: Science – volume: 7 start-page: 59 year: 1953 publication-title: Org. React. – volume: 14 start-page: 1012 year: 2012 publication-title: Org. Lett. – volume: 35 start-page: 153 year: 1944 publication-title: Chem. Rev. – volume: 124 51 start-page: 7394 7282 year: 2012 2012 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 52 start-page: 868 year: 2009 publication-title: J. Med. Chem. – volume: 29 start-page: 315 year: 2000 publication-title: Chem. Soc. Rev. – volume: 51 start-page: 3466 year: 2008 publication-title: J. Med. Chem. – start-page: 370 year: 2011 publication-title: ARKIVOC – volume: 43 start-page: 47 year: 1948 publication-title: Chem. Rev. – volume: 349 start-page: 2610 year: 2007 publication-title: Adv. Synth. Catal. – volume: 10 start-page: 3425 year: 2008 publication-title: Org. Lett. – volume: 124 51 start-page: 7404 7292 year: 2012 2012 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 77 start-page: 4148 year: 2012 publication-title: J. Org. Chem. – volume: 53 start-page: 916 year: 2010 publication-title: J. Med. Chem. – volume: 108 start-page: 5299 year: 2008 publication-title: Chem. Rev. – volume: 13 start-page: 2598 year: 2011 publication-title: Org. Lett. – volume: 115 start-page: 9808 year: 1993 publication-title: J. Am. Chem. Soc. – volume: 133 start-page: 7668 year: 2011 publication-title: J. Am. Chem. Soc. – volume: 132 start-page: 468 year: 2010 publication-title: J. Am. Chem. Soc. – volume: 128 start-page: 4972 year: 2006 publication-title: J. Am. Chem. Soc. – volume: 132 start-page: 8232 year: 2010 publication-title: J. Am. Chem. Soc. – volume: 120 47 start-page: 2400 2365 year: 2008 2008 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 109 start-page: 2652 year: 2009 publication-title: Chem. Rev. – volume: 12 start-page: 875 year: 2010 publication-title: Green Chem. – volume: 131 start-page: 13888 year: 2009 publication-title: J. Am. Chem. Soc. – volume: 129 start-page: 3830 year: 2007 publication-title: J. Am. Chem. Soc. – volume: 130 start-page: 8172 year: 2008 publication-title: J. Am. Chem. Soc. – volume: 134 start-page: 9090 year: 2012 publication-title: J. Am. Chem. Soc. – volume: 89 start-page: 209 year: 1956 publication-title: Chem. Ber. – volume: 102 start-page: 2523 year: 2002 publication-title: Chem. Rev. – volume: 28 start-page: 37 year: 1982 publication-title: Org. React. – volume: 121 48 start-page: 9214 9052 year: 2009 2009 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 131 start-page: 11234 year: 2009 publication-title: J. Am. Chem. Soc. – volume: 29 start-page: 3912 year: 2010 publication-title: Organometallics – volume: 13 start-page: 288 year: 2011 publication-title: Org. Lett. – volume: 134 start-page: 10773 year: 2012 publication-title: J. Am. Chem. Soc. – volume: 594 start-page: 21 year: 1955 publication-title: Justus Liebigs Ann. Chem. – volume: 129 start-page: 3076 year: 2007 publication-title: J. Am. Chem. Soc. – start-page: 93 year: 1977 end-page: 318 – volume: 67 start-page: 374 year: 1955 publication-title: Angew. Chem. – volume: 353 start-page: 1671 year: 2011 publication-title: Adv. Synth. Catal. – volume: 60 start-page: 9263 year: 2004 publication-title: Tetrahedron – volume: 53 start-page: 625 year: 1997 publication-title: Tetrahedron – volume: 114 start-page: 10569 year: 1992 publication-title: J. Am. Chem. Soc. – volume: 42 start-page: 3448 year: 2009 publication-title: Macromolecules – volume: 21 start-page: 1284 year: 2009 publication-title: Chem. Mater. – volume: 1 start-page: 170 year: 2011 publication-title: ACS Catal. – volume: 466 start-page: 935 year: 2010 publication-title: Nature – ident: e_1_2_3_69_2 doi: 10.1002/ange.19550671403 – ident: e_1_2_3_8_2 doi: 10.1021/jm701478a – ident: e_1_2_3_47_2 – ident: e_1_2_3_56_2 doi: 10.1021/ja060809x – ident: e_1_2_3_49_2 doi: 10.1021/cs1001543 – ident: e_1_2_3_43_2 doi: 10.1021/cr800332c – ident: e_1_2_3_39_2 doi: 10.1002/asia.200900018 – ident: e_1_2_3_10_2 – ident: e_1_2_3_59_2 doi: 10.1021/ja00052a062 – ident: e_1_2_3_34_2 doi: 10.1021/ja902762a – ident: e_1_2_3_37_2 doi: 10.1002/ange.201202161 – ident: e_1_2_3_63_2 – ident: e_1_2_3_53_2 doi: 10.1021/ja904116k – ident: e_1_2_3_72_2 doi: 10.1016/S0040-4020(96)01024-1 – ident: e_1_2_3_52_2 doi: 10.1021/ja909818n – ident: e_1_2_3_16_2 – ident: e_1_2_3_28_2 doi: 10.1021/cr60111a001 – ident: e_1_2_3_1_2 – ident: e_1_2_3_50_2 doi: 10.1021/ja201425e – ident: e_1_2_3_68_2 doi: 10.1002/jlac.19555940104 – ident: e_1_2_3_65_2 doi: 10.1002/adsc.200700373 – ident: e_1_2_3_31_2 doi: 10.1002/adsc.201100141 – ident: e_1_2_3_12_2 doi: 10.1021/om100573r – ident: e_1_2_3_37_3 doi: 10.1002/anie.201202161 – ident: e_1_2_3_71_2 doi: 10.1021/ja3039807 – ident: e_1_2_3_38_2 doi: 10.1039/c001076f – ident: e_1_2_3_3_2 doi: 10.1038/nature09197 – volume: 28 start-page: 37 year: 1982 ident: e_1_2_3_23_2 publication-title: Org. React. – ident: e_1_2_3_42_3 doi: 10.1002/anie.200904689 – ident: e_1_2_3_60_2 doi: 10.1021/jo300250x – ident: e_1_2_3_18_2 doi: 10.1021/ja070394v – ident: e_1_2_3_64_2 doi: 10.1021/ja303116v – ident: e_1_2_3_70_2 doi: 10.1002/cber.19560890207 – start-page: 93 volume-title: The Chemistry of Heterocyclic Compounds, Vol. 32 year: 1977 ident: e_1_2_3_24_2 doi: 10.1002/9780470187029.ch2 – ident: e_1_2_3_15_2 doi: 10.1021/ja043721x – ident: e_1_2_3_22_2 doi: 10.1021/cr800482c – ident: e_1_2_3_42_2 doi: 10.1002/ange.200904689 – ident: e_1_2_3_17_2 doi: 10.1021/ol801246m – ident: e_1_2_3_61_2 – ident: e_1_2_3_45_2 doi: 10.1039/a909041j – ident: e_1_2_3_30_2 – ident: e_1_2_3_67_2 – ident: e_1_2_3_13_2 doi: 10.1021/ma9001319 – ident: e_1_2_3_19_2 doi: 10.1021/ja070263u – ident: e_1_2_3_44_2 doi: 10.1021/cr010003 – ident: e_1_2_3_48_2 doi: 10.1039/c2cc34592g – ident: e_1_2_3_2_2 doi: 10.1039/B612168N – ident: e_1_2_3_32_2 doi: 10.1021/jo2008934 – ident: e_1_2_3_4_2 doi: 10.1021/ja101088j – ident: e_1_2_3_5_2 doi: 10.1021/jm900972u – ident: e_1_2_3_35_2 – ident: e_1_2_3_36_3 doi: 10.1002/anie.201202412 – ident: e_1_2_3_51_2 doi: 10.1021/ol102734g – ident: e_1_2_3_14_2 doi: 10.1021/cm803087c – ident: e_1_2_3_21_2 – ident: e_1_2_3_66_2 – ident: e_1_2_3_20_2 doi: 10.1016/j.tet.2004.07.048 – ident: e_1_2_3_55_2 doi: 10.1021/ja801767s – ident: e_1_2_3_7_2 doi: 10.1002/ange.200703172 – ident: e_1_2_3_57_2 – ident: e_1_2_3_36_2 doi: 10.1002/ange.201202412 – ident: e_1_2_3_40_2 – ident: e_1_2_3_41_2 doi: 10.3998/ark.5550190.0012.107 – ident: e_1_2_3_11_2 doi: 10.1021/ol203339c – ident: e_1_2_3_62_2 – ident: e_1_2_3_7_3 doi: 10.1002/anie.200703172 – ident: e_1_2_3_9_2 doi: 10.1126/science.1106753 – ident: e_1_2_3_25_2 doi: 10.1021/ja01647a022 – ident: e_1_2_3_29_2 doi: 10.1021/cr60111a001 – ident: e_1_2_3_33_2 doi: 10.1021/ol2007154 – ident: e_1_2_3_6_2 doi: 10.1021/jm8013629 – ident: e_1_2_3_46_2 doi: 10.1021/cr940424 – volume: 7 start-page: 59 year: 1953 ident: e_1_2_3_26_2 publication-title: Org. React. – ident: e_1_2_3_27_2 doi: 10.1021/cr60134a002 – ident: e_1_2_3_54_2 doi: 10.1126/science.1169975 – ident: e_1_2_3_58_2 doi: 10.1021/ja00074a061 – volume: 52 start-page: 868 year: 2009 ident: WOS:000263142400030 article-title: Design, Synthesis, and Evaluation in Vitro of Quinoline-8-carboxamides, a New Class of Poly(adenosine-diphosphate-ribose)polymerase-1 (PARP-1) Inhibitor publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm8013629 – volume: 96 start-page: 1123 year: 1996 ident: WOS:A1996UK40100009 article-title: Organic polyvalent iodine compounds publication-title: CHEMICAL REVIEWS – volume: 349 start-page: 2610 year: 2007 ident: WOS:000251737500011 article-title: Efficient and general one-pot synthesis of diaryliodonium triflates: Optimization, scope and limitations publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.200700373 – volume: 353 start-page: 1671 year: 2011 ident: WOS:000292939600003 article-title: A Mild Palladium-Catalyzed Suzuki Coupling Reaction of Quinoline Carboxylates with Boronic Acids publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201100141 – volume: 29 start-page: 315 year: 2000 ident: WOS:000089142000004 article-title: Cyclic diaryliodonium ions: old mysteries solved and new applications envisaged publication-title: CHEMICAL SOCIETY REVIEWS – volume: 10 start-page: 3425 year: 2008 ident: WOS:000258293100012 article-title: Control of four stereocenters in an organocatalytic domino double Michael reaction: Efficient synthesis of multisubstituted cyclopentanes publication-title: ORGANIC LETTERS doi: 10.1021/ol801246m – volume: 127 start-page: 1614 year: 2005 ident: WOS:000226951800012 article-title: Efficient electrogenerated chemiluminescence from cyclometalated iridium(III) complexes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja043721x – volume: 77 start-page: 4148 year: 2012 ident: WOS:000302982000047 article-title: Concise Approach to Benzisothiazol-3(2H)-one via Copper-Catalyzed Tandem Reaction of o-Bromobenzamide and Potassium Thiocyanate in Water publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo300250x – volume: 67 start-page: 374 year: 1955 ident: WOS:A1955WT12900002 article-title: ORGANIC IONIC REACTIONS publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION – volume: 32 start-page: 93 year: 1977 ident: 000318370200022.27 publication-title: The Chemistry of Heterocyclic Compounds – start-page: 370 year: 2011 ident: WOS:000294727300007 article-title: Iodonium salts in organic synthesis publication-title: ARKIVOC doi: 10.3998/ark.5550190.0012.107 – volume: 124 start-page: 7404 year: 2012 ident: 000318370200022.26 publication-title: Angew. Chem – volume: 129 start-page: 3830 year: 2007 ident: WOS:000245241600028 article-title: Catalytic enantioselective synthesis of flavanones and chromanones publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja070394v – volume: 124 start-page: 73 year: 2012 ident: 000318370200022.59 publication-title: Angew. Chem – volume: 466 start-page: 935 year: 2010 ident: WOS:000281030300026 article-title: Type IIA topoisomerase inhibition by a new class of antibacterial agents publication-title: NATURE doi: 10.1038/nature09197 – volume: 133 start-page: 7668 year: 2011 ident: WOS:000291580400013 article-title: Mechanistic Understanding of the Unexpected Meta Selectivity in Copper-Catalyzed Anilide C-H Bond Arylation publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja201425e – volume: 131 start-page: 11234 year: 2009 ident: WOS:000268806500077 article-title: Synthetic and Mechanistic Studies of Pd-Catalyzed C-H Arylation with Diaryliodonium Salts: Evidence for a Bimetallic High Oxidation State Pd Intermediate publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja904116k – volume: 13 start-page: 288 year: 2011 ident: WOS:000286130000030 article-title: Palladium-Catalyzed C-H Arylation of 2,5-Substituted Pyrroles publication-title: ORGANIC LETTERS doi: 10.1021/ol102734g – volume: 132 start-page: 468 year: 2010 ident: WOS:000275084600020 article-title: Pd(II)-Catalyzed C-H Activation/Aryl-Aryl Coupling of Phenol Esters publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja909818n – volume: 307 start-page: 223 year: 2005 ident: WOS:000226361900033 article-title: A diarylquinoline drug active on the ATP synthase of Mycobacterium tuberculosis publication-title: SCIENCE doi: 10.1126/science.1106753 – volume: 51 start-page: 3466 year: 2008 ident: WOS:000256922800014 article-title: 4-N-, 4-S-, and 4-O-chloroquine analogues: Influence of side chain length and quinolyl nitrogen pK(a) on activity vs chloroquine resistant malaria publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm701478a – volume: 28 start-page: 37 year: 1982 ident: WOS:A1982QN62900002 article-title: THE FRIEDLANDER SYNTHESIS OF QUINOLINES publication-title: ORGANIC REACTIONS – volume: 4 start-page: 1036 year: 2009 ident: WOS:000267893100003 article-title: Recent Advances in the Synthesis of Indole and Quinoline Derivatives through Cascade Reactions publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.200900018 – volume: 53 start-page: 625 year: 1997 ident: WOS:A1997VZ74600022 article-title: 3,4-Dihydroquinolinium salts: Preparation by reaction of N-arylnitrilium salts with alkenes publication-title: TETRAHEDRON – volume: 102 start-page: 2523 year: 2002 ident: WOS:000176810300003 article-title: Recent developments in the chemistry of polyvalent iodine compounds publication-title: CHEMICAL REVIEWS doi: 10.1021/cr010003+ – volume: 12 start-page: 875 year: 2010 ident: WOS:000277563500022 article-title: Microwave-assisted multicomponent domino cyclization-aromatization: an efficient approach for the synthesis of substituted quinolines publication-title: GREEN CHEMISTRY doi: 10.1039/c001076f – volume: 1 start-page: 170 year: 2011 ident: WOS:000289457000001 article-title: Catalyst Control of Site Selectivity in the Pd-II/IV-Catalyzed Direct Arylation of Naphthalene publication-title: ACS CATALYSIS doi: 10.1021/cs1001543 – volume: 35 start-page: 153 year: 1944 ident: 000318370200022.13 publication-title: Chem. Rev – volume: 76 start-page: 4580 year: 1954 ident: WOS:A1954UB50700021 article-title: UTILIZATION OF NORMAL-ALKYL METHYL KETONES IN THE PFITZINGER REACTION publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 25 start-page: 166 year: 2008 ident: WOS:000253545000008 article-title: Quinoline, quinazoline and acridone alkaloids publication-title: NATURAL PRODUCT REPORTS doi: 10.1039/b612168n – volume: 43 start-page: 43 year: 1948 ident: WOS:A1948UE85900002 article-title: THE CHEMISTRY OF 4-HYDROXYQUINOLINES publication-title: CHEMICAL REVIEWS – volume: 51 start-page: 7282 year: 2012 ident: 000318370200022.2 publication-title: Angew. Chem. Int. Ed – volume: 115 start-page: 9808 year: 1993 ident: WOS:A1993MD06900061 article-title: PREPARATION AND CHARACTERIZATION OF A MACROCYCLIC TETRAARYLTETRAIODONIUM COMPOUND, CYCLO(AR4I4)4+CENTER-DOT-4X- - A UNIQUE, CHARGED, CATIONIC MOLECULAR BOX publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 13 start-page: 2598 year: 2011 ident: WOS:000290465800023 article-title: Electrophile-Driven Regioselective Synthesis of Functionalized Quinolines publication-title: ORGANIC LETTERS doi: 10.1021/ol2007154 – volume: 109 start-page: 2652 year: 2009 ident: WOS:000266929800011 article-title: Recent Advances in the Friedlander Reaction publication-title: CHEMICAL REVIEWS doi: 10.1021/cr800482c – volume: 76 start-page: 6849 year: 2011 ident: WOS:000293759000040 article-title: A Catalyst-Free Benzylic C-H Bond Olefination of Azaarenes for Direct Mannich-like Reactions publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo2008934 – volume: 89 start-page: 209 year: 1956 ident: WOS:A1956WK04400006 article-title: UBER NITRILIUMSALZE .1. publication-title: CHEMISCHE BERICHTE-RECUEIL – volume: 21 start-page: 1284 year: 2009 ident: WOS:000265029100019 article-title: Bipolar Molecule as an Excellent Hole-Transporter for Organic-Light Emitting Devices publication-title: CHEMISTRY OF MATERIALS doi: 10.1021/cm803087c – volume: 130 start-page: 8172 year: 2008 ident: WOS:000257152800031 article-title: Cu(II)-Catalyzed direct and site-selective arylation of indoles under mild conditions publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 134 start-page: 10773 year: 2012 ident: WOS:000305863900015 article-title: Copper-Catalyzed Alkene Arylation with Diaryliodonium Salts publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja3039807 – volume: 53 start-page: 916 year: 2010 ident: WOS:000273672100037 article-title: Reversal Agent and Linker Variants of Reversed Chloroquines: Activities against Plasmodium falciparum publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm900972u – volume: 42 start-page: 3448 year: 2009 ident: WOS:000266200800004 article-title: Facile Route to Organoboron Quinolate Polymers through Boron-Induced Ether Cleavage publication-title: MACROMOLECULES doi: 10.1021/ma9001319 – volume: 129 start-page: 3076 year: 2007 ident: WOS:000244896900023 article-title: Palladium(II)-catalyzed enantioselective aerobic dialkoxylation of 2-propenyl phenols: A pronounced effect of copper additives on enantioselectivity publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja070263u – volume: 48 start-page: 9052 year: 2009 ident: 000318370200022.1 publication-title: Angew. Chem. Int. Ed – volume: 48 start-page: 9089 year: 2012 ident: WOS:000307450900029 article-title: Base- and metal-free C-H direct arylations of naphthalene and other unbiased arenes with diaryliodonium salts publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c2cc34592g – volume: 60 start-page: 9263 year: 2004 ident: WOS:000224047900029 article-title: Chiral thiazoline ligands: application in Pd-catalysed allylic substitution publication-title: TETRAHEDRON doi: 10.1016/j.tet.2004.07.048 – volume: 47 start-page: 2365 year: 2008 ident: 000318370200022.4 publication-title: Angew. Chem. Int. Ed – volume: 29 start-page: 3912 year: 2010 ident: WOS:000281472500027 article-title: Cyclometalated Platinum(II) Complexes of Lepidine-Based Ligands as Highly Efficient Electrophosphors publication-title: ORGANOMETALLICS doi: 10.1021/om100573r – volume: 323 start-page: 1593 year: 2009 ident: WOS:000264342300035 article-title: A Meta-Selective Copper-Catalyzed C-H Bond Arylation publication-title: SCIENCE doi: 10.1126/science.1169975 – volume: 114 start-page: 10569 year: 1992 ident: WOS:A1992KD71700062 article-title: MACROCYCLIC, SQUARE-PLANAR, TETRAALKYNYL TETRAIODONIUM SALTS - STRUCTURES, STABILITIES, AND VIBRATIONAL FREQUENCIES VIA ABINITIO CALCULATIONS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 7 start-page: 59 year: 1953 ident: WOS:A1953UZ71800002 article-title: THE SKRAUP SYNTHESIS OF QUINOLINES publication-title: ORGANIC REACTIONS – volume: 128 start-page: 4972 year: 2006 ident: WOS:000236917200026 article-title: Room temperature palladium-catalyzed 2-arylation of indoles publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 131 start-page: 13888 year: 2009 ident: WOS:000270433900002 article-title: Palladium-Catalyzed Alkenylation of Quinoline-N-oxides via C-H Activation under External-Oxidant-Free Conditions publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja902762a – volume: 35 start-page: 156 year: 1944 ident: 000318370200022.12 publication-title: Chem. Rev – volume: 594 start-page: 21 year: 1955 ident: WOS:A1955WK98900003 article-title: .5. UBER ONIUMSALZE UNTERSUCHUNGEN IN DER REIHE DER NITRILIUM-SALZE publication-title: ANNALEN DER CHEMIE-JUSTUS LIEBIG – volume: 120 start-page: 2400 year: 2008 ident: 000318370200022.11 publication-title: Angew. Chem – volume: 134 start-page: 9090 year: 2012 ident: WOS:000304837800018 article-title: Enantioselective alpha-Vinylation of Aldehydes via the Synergistic Combination of Copper and Amine Catalysis publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja303116v – volume: 14 start-page: 1012 year: 2012 ident: WOS:000300339800015 article-title: Recognition of Adenosine Monophosphate and H2PO4- using Zinc Ensemble of New Hexaphenylbenzene Derivative: Potential Bioprobe and Multichannel Keypad System publication-title: ORGANIC LETTERS doi: 10.1021/ol203339c – volume: 51 start-page: 7292 year: 2012 ident: 000318370200022.3 publication-title: Angew. Chem. Int. Ed – volume: 132 start-page: 8232 year: 2010 ident: WOS:000278905700004 article-title: From Sensors to Silencers: Quinoline-and Benzimidazole-Sulfonamides as Inhibitors for Zinc Proteases publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja101088j – volume: 108 start-page: 5299 year: 2008 ident: WOS:000261723400011 article-title: Chemistry of Polyvalent Iodine publication-title: CHEMICAL REVIEWS doi: 10.1021/cr800332c – volume: 121 start-page: 9214 year: 2009 ident: 000318370200022.38 publication-title: Angew. Chem
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Snippet	Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade... Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a Cu(II) -catalyzed method. This cascade... Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a Cu super(II)-catalyzed method. This cascade...
Source	Web of Science
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SourceType	Aggregation Database Index Database Enrichment Source Publisher
StartPage	5323
SubjectTerms	Alkynes Alkynes - chemistry annulation Cascades Catalysis Chemical reactions Chemistry Chemistry, Multidisciplinary Copper - chemistry diaryliodonium Functional groups Hydrocarbons, Iodinated - chemistry Mesylates - chemistry Molecular Structure Nitriles Nitriles - chemistry nitrogen heterocycles Onium Compounds - chemistry Organic chemistry Physical Sciences Quinoline Quinolines - chemical synthesis Quinolines - chemistry Science & Technology Synthesis
Title	Copper(II)-Catalyzed Three-Component Cascade Annulation of Diaryliodoniums, Nitriles, and Alkynes: A Regioselective Synthesis of Multiply Substituted Quinolines
URI	https://api.istex.fr/ark:/67375/WNG-C6GD9123-Q/fulltext.pdf https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.201300586 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000318370200022 https://www.ncbi.nlm.nih.gov/pubmed/23576384 https://www.proquest.com/docview/1348138544 https://www.proquest.com/docview/1349400364 https://www.proquest.com/docview/1700988891
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