1202775-01-6Relevant academic research and scientific papers
Dehydrative Ring-Opening of gem-Difluorocyclopropyl Carbinols to Allylic Trifluoromethyl and Difluorohalomethyl Derivatives Promated by Titanium Tetrahalide
Ramasamy, Manickavasakam,Kuo, Sheng-Chu,Hsieh, Min-Tsang
, p. 5207 - 5210 (2020)
We report herein the titanium tetrahalide-promoted dehydrative ring-opening of gem-difluorocyclopropyl carbinols as a novel method for the synthesis of (E)-allylic CF3, (E)-allylic CF2Cl, and (E)-allylic CF2Br compounds. This TiF4-promoted reaction appears to proceed via a concerted SN2' mechanism. A control experiment revealed that the TiCl4-promoted ring-opening initially proceeds by conversion of the gem-difluorocyclopropyl carbinol into a gem-difluorocyclopropyl chloride intermediate.
