Metal-Free Synthesis of β-Bromoalkenyl Sulfides via Deoxygenative Bromination/Olefination/Sulfenylation of Ketones with SulfonylHydrazides and Pyridinium Tribromide

查看全文 作　　者：Yishu [1]Bao;Lingyu [1]Zhong;Qiaodan [1]Hou;Qingfa [1]Zhou;Fulai [1]Yang

机构地区：[1]State Key Laboratory of Natural Medicines, Department of Organic Chem- istry, China Pharmaceutical University, Nanjing, Jiangsu 210009, China

出　　处：《Chinese Journal of Chemistry》索引2018年第36卷第11期,共6页

基　　金：This work was financially supported by the National Natural Science Foundation of China (Nos. 21502182, 21102179 and 21572271), Qing Lan Project of Jiangsu Province, National Found for Fostering Talents of Basic Science (J1030830), the Fundamen- tal Research Funds for the Central Universities (No. 3010050077) and Postgraduate Scientific Research Innovation Projects of Jiangsu Province (No. KYCX17_0664). 摘　　要：A novel metal-free method for synthesis of β-bromoalkenyl sulfides via deoxygenative bromination/olefination/sulfenylation process usingcommercially available ketones, sulfonyl hydrazides and pyridinium tribromide as starting materials has been developed. In this reaction, pyridiniumtribromide plays the role of oxidant and substrate, wherein water and molecular nitrogen are generated as environmentally benign by-products. Prelimi-nary investigation revealed that vinyl bromides were critical intermediate. Importantly, this protocol not only obviates the use of alkynes and traditionalsulfenylating agents, but also reveals that ketones can be used as precursors of vinyl bromides. 关键词：KETONES sulfonyl hydrazides deoxygenative β-bromoalkenyl sulfides PYRIDINIUM TRIBROMIDE

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Metal-Free Synthesis of β-Bromoalkenyl Sulfides via Deoxygenative Bromination/Olefination/Sulfenylation of Ketones with SulfonylHydrazides and Pyridinium Tribromide

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