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One-pot cyclization/decarboxylation of α-keto acids and acylhydrazines for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles under transition-metal-free conditions

出版日期: 2016-10-12

在线发表日期: 2016-10-12

DOI: 10.1016/j.tetlet.2016.09.007

作者: Gao, Peng; Wang, Juan; Bai, Zijing; Cheng, Hualei; Xiao, Jian; Lai, Mengnan; Yang, Desuo; Fan, Mingjin;

A one-pot KI/TBHP-mediated oxidative cyclization of alpha-keto acids with acylhydrazines was developed. A series of functional 2,5-disubstituted 1,3,4-oxadiazoles were synthesized through a tandem keto amine condensation followed by oxidative cyclization and decarboxylation reactions. This procedure was achieved under transition-metal-free conditions and showed advantages including readily available materials, mild reaction conditions and good group tolerance. (C) 2016 Elsevier Ltd. All rights reserved.

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