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Direct Cyclization of Tertiary Aryl Amines with Iodonium Ylides
Zhiguo Zhao1, Yongrui Luo1, Shuya Liu1
1School of Chemistry and Chemical Engineering, Key Laboratory of the Colloid and Interface Chemistry, Ministry of Education, Shandong University, 27 Shanda Nanlu, Jinan, 250100, Shandong, China.
Abstract:
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(sp3 )-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.
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