I(III)-Catalyzed Oxidative Cyclization-Migration Tandem Reactions of Unactivated Anilines

被引:16
作者
Deng, Tianning [1 ]
Shi, Emily [1 ]
Thomas, Elana [1 ]
Driver, Tom G. [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
C-H AMINATION; IODINE(III) REAGENTS; N-HETEROCYCLES; AZIDES; AZIRIDINATION; COMPLEX; ALKENES; FLUORINATION; NITROARENES; CATALYSIS;
D O I
10.1021/acs.orglett.0c03497
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An I(III)-catalyzed oxidative cyclization-migration tandem reaction using Selectfluor as the oxidant was developed that converts unactivated anilines into 3H-indoles is reported herein. The reaction requires as little as 1 mol % of the iodocatalyst and is mild, tolerating pyridine and thiophene functional groups, and the dependence of the diastereoselectivity of the process on the identity of the iodoarene or iodoalkane precatalyst suggests that the catalyst is present for the stereochemical determining C-N bond forming step.
引用
收藏
页码:9102 / 9106
页数:5
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