Organocatalytic enantioselective functionalization of indoles in the carbocyclic ring with cyclic imines

被引:23
作者
Vila, Carlos [1 ]
Tortosa, Arturo [1 ]
Blay, Gonzalo [1 ]
Carmen Munoz, M. [2 ]
Pedro, Jose R. [1 ]
机构
[1] Univ Valencia, Fac Quim, Dept Quim Organ, Dr Moliner 50, E-46100 Valencia, Spain
[2] Univ Politecn Valencia, Dept Fis Aplicada, Camino Vera S-N, E-46022 Valencia, Spain
关键词
FRIEDEL-CRAFTS REACTION; ASYMMETRIC-SYNTHESIS; ALKYLATION; KETIMINES; HYDROXYINDOLES; CONSTRUCTION; DERIVATIVES; INHIBITORS;
D O I
10.1039/c8nj05577g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An organocatalytic enantioselective functionalization in the carbocyclic ring of indoles with benzoxathiazine 2,2-dioxides is described using a quinine-derived bifunctional organocatalyst. This aza-Friedel-Crafts reaction provides 4-indolyl, 5-indolyl and 7-indolyl sulfamidate derivatives in good yields (up to 99%) and with moderate to high enantioselectivities (up to 86% ee).
引用
收藏
页码:130 / 134
页数:5
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