Catalytic enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes by using a simple thiourea organocatalyst

被引：463

作者：

Herrera, RP

Sgarzani, V

Bernardi, L

Ricci, A

机构：

[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

[2] Univ Alicante, Dept Quim Organ, E-03080 Alicante, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 40期

关键词：

asymmetric synthesis; electrophilic substitution; hydrogen bonds; indoles; organocatalysis;

D O I：

10.1002/anie.200500227

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A facile access to optically active 2-indolyl-1-nitro derivatives, which can be easily transformed into highly valuable compounds such as tryptamines and 1,2,3,4-tetrahydro-β-carbolines, is provided by the first catalytic enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes (see scheme; e.g. R1 = R2 = H, R3 = Ph). © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6576 / 6579

页数：4

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