5 years ago

Direct Cyclization of Tertiary Arylamines with Iodonium Ylides

Lei Feng, Shuya Liu, Liang Zhang, Yao Wang, Zhiguo Zhao, Yongrui Luo
Described herein is a direct cyclization of simple tertiary arylamines with iodonium ylides leading to a broad range of N-heterocycles. Completely different from known reactivity of iodonium ylides, an exceptional finding reported herein is that iodonium ylide is capable of cleaving a C(sp3)-H bond and accepting two hydrogen atoms of tertiary arylamine, thus inducing a novel cyclization process. This transformation can proceed without assistance of a transition metal catalyst while eliminating the need for premodification of amines or using additional initiator/oxidant.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201800389

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