钯催化的炔基砜与烯烃的区域和立体选择性偶联：通向二氯化乙烯基砜的方法。
Palladium-Catalyzed Regio- and Stereoselective Coupling of Alkynylsulfones with Alkenes: Access to Dichlorinated Vinyl Sulfones.
作者信息
He Dandan, Zhong Wentao, Zhou Miaomiao, Wang Bowen, Li Meng, Jiang Huanfeng, Wu Wanqing
机构信息
School of Chemistry and Chemical Engineering, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510641, P. R. China.
Key Laboratory of Optimal Utilization of Natural Medicine Resources (The Union Key Laboratory of Guiyang City-Guizhou Medical University), School of Pharmaceutical Sciences, Guizhou Medical University, Guian New District, Guizhou 550000, China.
出版信息
Org Lett. 2022 Aug 12;24(31):5802-5806. doi: 10.1021/acs.orglett.2c02324. Epub 2022 Aug 2.
A palladium-catalyzed coupling reaction of alkynylsulfones with alkenes has been described, which provides an efficient and practical entry to various functionalized dichlorinated vinyl sulfones. This method features excellent regio- and stereoselectivities, good functional group compatibility, as well as mild reaction conditions. Mechanistic studies suggest that the reaction goes through sequential -chloropalladation, alkene insertion, and C(sp)-Cl bond formation processes, and the sulfonyl group is crucial to the stereoselectivity control of the reaction.
已报道了钯催化的炔基砜与烯烃的偶联反应，该反应为各种官能化二氯代乙烯基砜提供了一种高效且实用的合成方法。此方法具有出色的区域和立体选择性、良好的官能团兼容性以及温和的反应条件。机理研究表明，该反应经历了连续的氯钯化、烯烃插入和C(sp)-Cl键形成过程，并且砜基对于反应的立体选择性控制至关重要。
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