Chen Fa-Jie, Hua Zhenguo, Chen Jianhui, Chen Jiajia, Lee Daesung, Xia Yuanzhi
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, China.
Department of Chemistry, University of Illinois at Chicago, Chicago, IL, United States.
Front Chem. 2021 Apr 22;8:621545. doi: 10.3389/fchem.2020.621545. eCollection 2020.
Herein, we report an efficient method for the synthesis of (Z)-β-halovinyl ketones through a one-pot Sonogashira coupling and hydrohalogenation reaction promoted by palladium-copper catalyst and Brønsted acid. The ynone intermediates are generated from readily available acid chlorides and terminal alkynes at room temperature, which are directly converted to (Z)-β-halovinyl ketones by treating with triflic acid. This method avoids the use of an external halogen source and features broad substrate scope, high yield, and good to excellent stereoselectivity.
在此，我们报道了一种通过钯 - 铜催化剂和布朗斯特酸促进的一锅法Sonogashira偶联和氢卤化反应合成(Z)-β-卤代乙烯基酮的有效方法。炔酮中间体由易于获得的酰氯和末端炔烃在室温下生成，通过用三氟甲磺酸处理可直接转化为(Z)-β-卤代乙烯基酮。该方法避免了使用外部卤素源，具有底物范围广、产率高以及立体选择性良好至优异的特点。
