College of Chemistry, Chemical Engineering and Biotechnology, Donghua University , 2999 North Renmin Lu, Shanghai 201620, China.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Science, Chinese Academy of Science , 345 Lingling Lu, Shanghai 200032, China.
Org Lett. 2017 Sep 1;19(17):4624-4627. doi: 10.1021/acs.orglett.7b02249. Epub 2017 Aug 15.
The oxidative trifluoromethylthiolation of 2,3-allenoic acids with AgSCF in the presence of (NH)SO and catalytic copper salt was investigated. A series of 4-aryl-2,3-allenoic acids underwent radical trifluoromethylthiolation/intramolecular cyclization to afford β-trifluoromethylthiolated butenolides, which were conveniently transformed into trifluoromethylthiolated furan derivatives. In contrast, 2-monosubstituted 2,3-allenoic acids were converted into the corresponding 3,4-bis(trifluoromethylthio)but-2-enoic-acids under similar reaction conditions.
研究了在(NH4)2SO4和催化铜盐存在下，AgSCF3对2,3-烯酸的氧化三氟甲基硫代反应。一系列 4-芳基-2,3-烯酸经历了自由基三氟甲基硫代/分子内环化反应，生成了β-三氟甲基硫代丁烯内酯，这些内酯可以很方便地转化为三氟甲基硫代呋喃衍生物。相比之下，在类似的反应条件下，2-单取代的 2,3-烯酸转化为相应的 3,4-双(三氟甲基硫代)丁-2-烯酸。
