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

被引：14
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
收藏
页码：3774 / 3776
页数：3
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