Highly Stereoselective and One-Pot Synthesis of Tetra-substituted Monofluoroalkenes with Aldehydes and Fluorobis(phenylsulfonyl)methane
- ISSN号:1001-604X
- 期刊名称:《中国化学:英文版》
- 时间:0
- 分类:TQ453.4[化学工程—农药化工] TQ453.22[化学工程—农药化工]
- 作者机构:[1]Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
- 相关基金:Acknowledgement Support of our work by the National Natural Science Foundation of China (Nos. 20825209 and 21202189), the National Basic Research Program of China (Nos. 2012CB215500 and 2012CB821600), the Chinese Academy of Sciences, and the Syngenta PhD Studentship (to X.S.) is gratefully acknowledged.
关键词:
立体选择性合成, 苯磺酰基, 一步法合成, 芳醛, 甲烷, 酰基取代, 萘甲醛, 肉桂醛, olefination, aldehydes, nucleophilic addition, sulfones, fluorine
中文摘要:
一高度有醛和 fluorobis (phenylsulfonyl ) 的 tetrasubstituted monofluoroalkenes 的 stereoselective 合成在一个壶的甲烷(FBSM ) 被开发了。反应对代替帕拉、代替元的芳基醛, 2-naphthaldehyde,和 cinnamaldehyde 顺从,给在有 98/299/1 Z/E 比率的 40%86% 收益的代替 phenylsulfonyl 的 monofluoroalkenes。sulfonyl 组的存在启用产品的进一步的转变进更有用的 monofluoroalkenes。
英文摘要:
A highly stereoselective synthesis of tetrasubstituted monofluoroalkenes with aldehydes and fluorobis(phenyl- sulfonyl)methane (FBSM) in one pot has been developed. The reaction was amenable topara- and meta-substituted aryl aldehydes, 2-naphthaldehyde, and cinnamaldehyde, giving phenylsulfonyl-substituted monofluoroalkenes in 40%--86% yields with 98/2- 99/1 Z/E ratios. The presence of the sulfonyl group enables the further transformation of the products into more useful monofluoroalkenes.