文献类型：期刊文献

英文题名：DDQ-Mediated Oxidative Coupling: An Approach to 2,3-Dicyanofuran (Thiophene)

作者：Wang, Zheng-Lin[1,2];Li, Hong-Liang[1,2];Ge, Li-Shi[1,2];An, Xing-Lan[1,2];Zhang, Zi-Gang[1,2];Luo, Xiaoyan[1,2];Fossey, John S.[1,2,3];Deng, Wei-Ping[1,2]

机构：[1]E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[3]Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

年份：2014

卷号：79

期号：3

起止页码：1156

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20140817347091);WOS:【SCI-EXPANDED(收录号:WOS:000331163800034)】；

基金：The Fundamental Research Funds for the Central Universities, the Shanghai Committee of Science and Technology (No. 11DZ2260600), and the National Natural Science Foundation of China (No. 21172068) are thanked for support. W.P.D. and J.S.F. also thank the Catalysis and Sensing for our Environment (CASE) network and the Natural Science Foundation of China for young foreign scientists (No. 21050110426).

语种：英文

外文关键词：Ketones

摘要：A facile oxidative coupling of alpha-carbonyl radicals to 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) for the synthesis of 2,3-dicyanofurans and thiophenes starting from readily available beta-diketones, simple ketones, and beta-keto thioamides in up to 95% yield in one step was developed. Mechanistic investigations revealed that a radical process could be involved in this transformation, and a water promoted C-C bond cleavage pathway is proposed for the formation of 2,3-dicyanofurans and thiophenes.