Wang Wei, Bao Zhi-Peng, Qi Xinxin, Wu Xiao-Feng
Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, People's Republic of China.
Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics,Chinese Academy of Sciences, 116023, Dalian, Liaoning, China; Leibniz-Institut für Katalyse e.V. an der, Institution Universität Rostock, Albert-Einstein-Straße 29a, Rostock 18059, Germany.
Org Lett. 2021 Aug 20;23(16):6589-6593. doi: 10.1021/acs.orglett.1c02442. Epub 2021 Aug 9.
A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.