A highly efficient route to C-3 alkyl-substituted indoles via a metal-free transfer hydrogenation

被引：15

作者：

Chen, Cai ^{[1
]}

Feng, Huan-Xi ^{[2
]}

Li, Zhi-Long ^{[1
]}

Cai, Pin-Wen ^{[1
]}

Liu, Yan-Kai ^{[1
]}

Shan, Lian-Hai ^{[1
]}

Zhou, Xian-Li ^{[1
]}

机构：

[1] Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610031, Sichuan, Peoples R China

[2] Ocean Univ China, Sch Med & Pharm, Qingdao 266003, Shandong, Peoples R China

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 28期

关键词：

Highly efficient; Substituted indoles; Reductive alkylation; Hantzsch dihydropyridine; FRIEDEL-CRAFTS ALKYLATIONS; REDUCTIVE ALKYLATION; NITROALKENES;

D O I：

10.1016/j.tetlet.2014.05.064

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient route to C-3 alkyl-substituted indoles via completely metal-free catalytic transfer hydrogenation of 3-indolemethanols was developed. This process proceeds via vinylogous iminium intermediates formed in situ in the presence of El-misted acids, and Hantzsch ester is used as the reductant. The reduction works extremely well with a large substrate scope, and the yields exceed 90% in almost all cases. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3774 / 3776

页数：3

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