A Copper-Catalyzed Tandem Synthesis of Indolo- and Pyrrolo[2,1-a]isoquinolines

被引:219
作者
Verma, Akhilesh Kumar [1 ]
Kesharwani, Tanay [2 ]
Singh, Jaspal [1 ]
Tandon, Vibha [1 ]
Larock, Richard C. [2 ]
机构
[1] Univ Delhi, Dr BR Ambedkar Ctr Biomed Res, Delhi 110007, India
[2] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
关键词
alkynes; benzotriazoles; C-C coupling; copper; cyclization; ELECTROPHILIC CYCLIZATION; EFFICIENT SYNTHESIS; POLYCYCLIC AROMATICS; DOMINO REACTIONS; ARYL HALIDES; N-ARYLATION; ALKYNES; BOND; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; CYCLOISOMERIZATION;
D O I
10.1002/anie.200804427
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Isoquinoline ring the changes: A novel strategy for the title reaction involves ortho-haloarylalkynes which undergo sequential intermolecular addition of N heterocycles onto alkynes and subsequent intramolecular ring closure by arylation. The process involves the use of hydroxymethyl benzotriazole as an efficient and inexpensive ligand for the C - N and C - C coupling reactions. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1138 / 1143
页数:6
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