Rh2(II)-Catalyzed Ester Migration to Afford 3H-Indoles from Trisubstituted Styryl Azides

被引:39
作者
Kong, Chen [1 ]
Driver, Tom G. [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
基金
美国国家科学基金会;
关键词
C-H AMINATION; FISCHER INDOLIZATION APPROACH; BOND AMINATION; TRANSLATION INITIATION; CASCADE REACTIONS; ARYL AZIDES; NAZAROV ELECTROCYCLIZATION; STEREOSELECTIVE-SYNTHESIS; CLAISEN REARRANGEMENT; OLEFIN AZIRIDINATION;
D O I
10.1021/ol503541z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rh-2(II)-Complexes trigger the formation of 3H-indoles from ortho-alkenyl substituted aryl azides. This reaction occurs through a 4 pi-electron-5-atom electrocyclization of the rhodium N-aryl nitrene followed by a [1,2]-migration to afford only 3H-indoles. The selectivity of the migration is dependent on the identity of the beta-styryl substituent.
引用
收藏
页码:802 / 805
页数:4
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