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Transition-Metal-Free Oxidative Aminooxyarylation of Alkenes: Annulations toward Aminooxylated Oxindoles
journal contribution
posted on 2018-02-03, 19:29 authored by Ming-Zhong Zhang, Na Luo, Rui-Yang Long, Xian-Tao Gou, Wen-Bing Shi, Shu-Hua He, Yong Jiang, Jin-Yang Chen, Tieqiao ChenAn efficient oxidative aminooxyarylation
of alkenes under a transition-metal-free
condition was described. Under the reaction conditions, N-hydroxyphthalimide (NHPI) reacted readily with N-arylacrylamides to produce cyclic products via a radical C–H
functionalization process, achieving both C–O and C–C
bonds formation in one pot. This reaction provided a facile access
to the valuable aminooxylated oxindoles. The benzylic and α-methylene
C(sp3)-H bonds were also aminooxylated under the reaction
conditions.