由含CF的1,3-烯炔生成的杂芳烃上SCFH或SeCFH基团的精确构建。
Precise Construction of SCFH or SeCFH Groups on Heteroarenes Generated from CF-Containing 1,3-Enynes.
作者信息
Jin Shengnan, Kuang Zhijie, Song Qiuling
机构信息
Institute of Next Generation Matter Transformation , College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard , Xiamen , Fujian , China 361021.
Key Laboratory of Molecule Synthesis and Function Discovery , Fujian Province University, College of Chemistry at Fuzhou University , Fuzhou , Fujian , China 350108.
出版信息
Org Lett. 2020 Jan 17;22(2):615-619. doi: 10.1021/acs.orglett.9b04389. Epub 2020 Jan 7.
A divergent strategy for precise construction of SCFH or SeCFH groups on heteroarenes generated from CF-containing 1,3-enynes was developed. Reactions of readily available 1,3-enynes with S and ClCFH provided 3-SCFH-4-CF-thiophenes via a cascade thiophene construction/selective C3 position thiolation/difluoromethylthiolation process, as did a series of 3-SeCFH-4-CF-selenophenes by similar strategies. The plausible radical annulation process for the construction of the thiophene ring and difluorocarbene generated was confirmed by experiment.
开发了一种用于在由含氟1,3-烯炔生成的杂芳烃上精确构建SCFH或SeCFH基团的发散策略。易得的1,3-烯炔与S和ClCFH反应，通过级联噻吩构建/选择性C3位硫醇化/二氟甲基硫醇化过程生成3-SCFH-4-CF-噻吩，一系列3-SeCFH-4-CF-硒吩也通过类似策略生成。实验证实了构建噻吩环和生成二氟卡宾的合理自由基环化过程。
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