AUTHOR=Chen Fa-Jie , Hua Zhenguo , Chen Jianhui , Chen Jiajia , Lee Daesung , Xia Yuanzhi 

TITLE=One-Pot Synthesis of (Z)-β-Halovinyl Ketones via the Cascade of Sonogashira Coupling and Hydrohalogenation

JOURNAL=Frontiers in Chemistry

VOLUME=8

YEAR=2021

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2020.621545

DOI=10.3389/fchem.2020.621545

ISSN=2296-2646

ABSTRACT=<p>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 <italic>in situ</italic> 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.</p>