Organocatalytic Direct N-Acylation of Amides with Aldehydes under Oxidative Conditions
Chenguang Zheng, Xiang Liu and Cheng Ma*
*Department of Chemistry, Zhejiang University, 20 Yugu Road, Hangzhou 310027, China, Email: mcorgzju.edu.cn
C. Zheng, Y. Liu, C. Ma, J. Org. Chem., 2017, 82, 6940-6945.
DOI: 10.1021/acs.joc.7b00457
see article for more reactions
Abstract
The direct oxidative N-acylation reaction of primary amides with aryl/α,β-unsaturated aldehydes was achieved in the presence of an azolium salt and an inorganic base using 3,3′,5,5′-tetra-tert-butyldiphenoquinone as the oxidant. The reaction provides an efficient approach for the synthesis of N-sulfonylcarboxamides, N-sulfinylcarboxamides, and dicarboxyimides in good yield.
see article for more examples
Key Words
sulfonamides, 3,3′,5,5′-tetra-tert-butyldiphenoquinone, organocatalysis
ID: J42-Y2017