I2-Mediated Oxidative C鈥揙 Bond Formation for the Synthesis of 1,3,4-Oxadiazoles from Aldehydes and Hydrazides

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• 作者：Wenquan Yu ; Gang Huang ; Yueteng Zhang ; Hongxu Liu ; Lihong Dong ; Xuejun Yu ; Yujiang Li ; Junbiao Chang
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：October 18, 2013
• 年：2013
• 卷：78
• 期：20
• 页码：10337-10343
• 全文大小：350K
• 年卷期：v.78,no.20(October 18, 2013)
• ISSN：1520-6904

文摘

A practical and transition-metal-free oxidative cyclization of acylhydrazones into 1,3,4-oxadiazoles has been developed by employing stoichiometric molecular iodine in the presence of potassium carbonate. The conditions of this cyclization reaction also work well with crude acylhydrazone substrates obtained from the condensation of aldehydes and hydrazides. A series of symmetrical and asymmetrical 2,5-disubstituted (aryl, alkyl, and/or vinyl) 1,3,4-oxadiazoles can be conveniently generated in an efficient and scalable fashion.