A Versatile Synthesis of Substituted Isoquinolines

被引:45
作者
Si, Chong [1 ]
Myers, Andrew G. [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
关键词
cyclization; nitriles; nitrogen heterocycles; o-tolualdehyde tert-butylimines; synthetic methods; SPONGE CORTICIUM-SIMPLEX; PALLADIUM-CATALYZED IMINOANNULATION; MEDIATED ELECTROPHILIC CYCLIZATION; STEROIDAL ALKALOIDS; PROTEIN-KINASE; DIRECTED METALATION; ALKYNES; PYRIDINES; 2-(1-ALKYNYL)BENZALDIMINES; HYDROXYLATION;
D O I
10.1002/anie.201104769
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lithiated o-tolualdehyde tert-butylimines were shown to condense with nitriles to form eneamido anion intermediates that were trapped in situ with various electrophiles, thus affording a diverse array of highly substituted isoquinolines, many of which are difficult to access by known methods. Further substitutional diversification was achieved by modification of the work-up conditions and by subsequent transformations. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10409 / 10413
页数:5
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