Premium
Direct Cyclization of Tertiary Aryl Amines with Iodonium Ylides
Author(s) -
Zhao Zhiguo,
Luo Yongrui,
Liu Shuya,
Zhang Liang,
Feng Lei,
Wang Yao
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201800389
Subject(s) - ylide , tertiary amine , aryl , chemistry , amine gas treating , reactivity (psychology) , catalysis , medicinal chemistry , combinatorial chemistry , organic chemistry , medicine , alkyl , alternative medicine , pathology
Described herein is a direct cyclization of simple tertiary aryl amines with iodonium ylides leading to a broad range of N‐heterocycles. Completely different from the known reactivity of iodonium ylides, the finding reported herein is that an iodonium ylide is capable of cleaving a C(sp 3 )−H bond and accepting two hydrogen atoms of a tertiary aryl amine, thus inducing a novel cyclization process. This transformation can proceed without the assistance of a transition‐metal catalyst and eliminates the need for the premodification of the amine or the use of an additional initiator/oxidant.