Oxidative Cleavage of Enamides with Hypervalent Iodine(III)/TMSN3 under an Air Atmosphere
Ge Liu, Yan Li*, Jie Sheng, Xi-Sheng Wang*
*Department of Chemistry, University of Science and
Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, P. R. of China, Email:
liyan08
ustc.edu.cn, xswang77ustc.edu.cn
G. Liu, Y. Li, J. Sheng, X.-S. Wang, Synthesis, 2017, 49, 3968-3974.
DOI: 10.1055/s-0036-1589041
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Abstract
The combination of hypervalent iodine(III) and TMSN3 promotes an oxidative cleavage of C-C double bonds of enamides under an air atmosphere. This method exhibits good functional group tolerance, broad substrate scope and mild conditions. The reaction also offers an approach to cyanobenzamides with synthetic potential for the preparation of industrial and pharmaceutical nitrogen- and oxygen-containing molecules.
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Key Words
oxidative cleavage, enamides, imides, hypervalent iodine(III), phenyliodonium diacetate, TMSN3, air atmosphere
ID: J66-Y2017
