文献类型：期刊文献

英文题名：Solvent-controlled base-free synthesis of bis(trifluoromethyl)-cyclopropanes and -pyrazolines via cycloaddition of 2-trifluoromethyl-1,3-enynes with 2,2,2-trifluorodiazoethane

作者：Ma, Zhihong[2];Deng, Yupian[1];He, Jingjing[1];Cao, Song[1]

机构：[1]East China Univ Sci & Technol ECUST, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]Biotalk Co Ltd, Shanghai 200090, Peoples R China

年份：2022

卷号：20

期号：25

起止页码：5071

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20222512258116);WOS:【SCI-EXPANDED(收录号:WOS:000811312800001)，CCR-EXPANDED(收录号:WOS:000811312800001)】；

语种：英文

外文关键词：Cycloaddition - Propane - Transition metals

摘要：A highly efficient solvent-controlled synthesis of bis(trifluoromethyl)cyclopropanes and bis(trifluoromethyl)pyrazolines via a [2 + 1] or [3 + 2] cycloaddition reaction of 2-trifluoromethyl-1,3-conjugated enynes with CF3CHN2 was developed. The reactions of 2-trifluoromethyl-1,3-conjugated enynes with CF3CHN2 proceeded smoothly under transition-metal and base-free conditions, affording the expected cycloaddition products in good to excellent yields. When DMAc (N,N-dimethylacetamide) was used as the solvent, bis(trifluoromethyl)pyrazolines were obtained; however, in contrast, bis(trifluoromethyl)cyclopropanes were formed by changing the solvent from DMAc to DCE (1,2-dichloroethane).