Cyclization by Catalytic Ruthenium Carbene Insertion into Csp3-H Bonds

被引：72
作者：
Cambeiro, Fermin [1 ,2 ]
Lopez, Susana [1 ,2 ]
Varela, Jesus A. [1 ,2 ]
Saa, Carlos [1 ,2 ]
机构：
[1] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain
[2] Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 03期
关键词：
alkynyl derivatives; carbenes; cyclization; ruthenium; spiro compounds; C-H BOND; STEREOCHEMICAL ASPECTS; COUPLING REACTIONS; ORGANIC-SYNTHESIS; ALKYNYL ETHERS; FUNCTIONALIZATION; ENYNES; PYRROLO<1,2-A>QUINOLINES; TETRAHYDROQUINOLINES; HYDROALKYLATION;
D O I：
10.1002/anie.201107344
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel tandem Ru-catalyzed carbene addition to terminal alkynes/insertion into C sp 3-H bonds in alkynyl acetals, ethers, and amines has been accomplished under mild reaction conditions (see scheme; TMS=trimethylsilyl). This cascade provides an efficient approach to form complex spiro and fused bicyclic structures by 1,5- and 1,6-hydride shift/cyclization sequences from vinylcarbene Ru intermediates. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：723 / 727
页数：5
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