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J-GLOBAL ID：200902230681308544   Reference number：06A0910626

REGIOSELECTIVE REACTION OF 2-INDOLYLCYANOCUPRATES WITH ELECTROPHILES

2-インドリルシアノクプラートの求電子試薬との位置選択的反応

Author (4)： ISHIKURA Minoru (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  UEMURA Reina (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  YAMADA Koji (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  YANADA Reiko (Hiroshima International Univ., Hiroshima, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 68  Issue： 11  Page： 2349-2356  Publication year： Nov. 01, 2006 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： nitrogen heterocyclic compound ,...

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JST classification (3)： Condensed derivatives of pyrroles  (CF07077C) ,  Group 11 and group 12 organic compounds  (CF09052N) ,  Complexes of 9 and 10 groups  (CE01050Y)

Substance index (12)： 1-Methyl-1H-indole ,  1-Methoxy-1H-indole ,  1-Methyl-2-allyl-1H-indole ,  1-Methoxy-2-(2-bromoallyl)-1H-indole ,  2-(2-Cyclohexenyl)-1H-indole-1-carboxylic acid tert-butyl ester ,  1-Methyl-2-trans-styryl-1H-indole ,  1-Methoxy-2-phenyl-1H-indole ,  4-(1-Methyl-1H-indole-3-yl)pyridine-1(4H)-carboxylic acid phenyl ester ,  4-(1-Methoxy-1H-indole-3-yl)pyridine-1,3(4H)-dicarboxylic acid 1-phenyl 3-methyl ester ,  3-[α-[Methyl(phenoxycarbonyl)amino]benzyl]-1H-indole-1-carboxylic acid tert-butyl ester ,  Methyl[α-(1-methyl-2-allyl-1H-indole-3-yl)benzyl]carbamic acid phenyl ester ,  Methyl[α-(1-methoxy-2-trans-styryl-1H-indole-3-yl)benzyl]carbamic acid phenyl ester

Reference (11)：

• B. H. Lipshutz and S. Sengupta,` Organocopper reagents: Substitution, Conjugate Addition, Carbon/metallocupration, and Other Reactions: Organic Reactions,‘ Vol.41, ed. by L. A. Paquette, John Wiley & Sons, Inc., New York, 1992, pp. 135-631; R. J. K. Taylor,` Organocopper Reagents,’ Oxford University Press, Oxford, 1994; B. H. Lipshutz,‘Transition Metal Alkyl Complexes from RLi and CuX: Comprehensive Organometallic Chemistry II,’ Vol.12, ed. by E. W. Abel, F. G. A. Stone, and G. Wilkinson, Pergamon, Oxford, 1995, pp. 59-130; N. Krause and A. Gerold, Angew. Chem. Int. Ed., 1997, 36, 186; P. Knochel and B. Betzemeier, Modern Organocopper Chemistry, 2002, 45; V. Caprio, Letters in Org. Chem., 2006, 3, 339.
• M. Ishikura, Trends in Heterocyclic Chemistry, 2001, 7, 75; M. Ishikura, Curr. Org. Chem., 2002, 6, 507; M. Ishikura, W. Ida, and K. Yanada, Tetrahedron, 2006, 62, 1015.
• M. Ishikura and M. Terashima, J. Heterocycl. Chem., 1994, 31, 977.
• M. Ishikura and M. Terashima, J. Chem. Soc., Chem. Commun., 1989, 727.
• Plausibly, 1, 1‘dimethyl-1 H-2, 2’-bisindole¹¹ I might arise by way of single electron transfer from 6a to bromide and subsequent disproportionation processes.

Terms in the title (2)： 求電子試薬 ,  位置選択的反応