Catalytic enantioselective Friedel-Crafts alkylation at the 2-position of indole with simple enones

被引：43

作者：

Blay, Gonzalo ^{[1
]}

Fernandez, Isabel ^{[1
]}

Pedro, Jose R. ^{[1
]}

Vila, Carlos ^{[1
]}

机构：

[1] Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 38期

关键词：

enantioselective catalysis; zirconium complexes; BINOL; heterocycles; dihydroindole; conjugate addition;

D O I：

10.1016/j.tetlet.2007.07.090

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A procedure for the enantioselective alkylation of indole at the 2-position with simple non-chelating enones is described for the first time. Reaction between 4,7-dihydroindole and enones in the presence of zirconium(IV)-BINOL complexes, followed by a p-benzoquinone oxidation gives indoles alkylated at the 2-position with good yields and moderate enantioselectivities. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：6731 / 6734

页数：4