Efficient synthesis of trifluoromethylated cyclopentadienes/fulvenes/norbornenes from divinyl ketones†
Xiao Liu,Xianxiu Xu,Ling Pan,Qian Zhang,Qun Liu
Organic & Biomolecular Chemistry Pub Date : 09/03/2013 00:00:00 , DOI:10.1039/C3OB41400K
Abstract

The synthetic methods of trifluoromethylated cyclopentadienes/fulvenes/norbornenes have been developed using 3-CF3-1,4-dien-3-ols as the synthons, which can be easily prepared by the regiospecific 1,2-addition of the Ruppert–Prakash reagent (TMSCF3) to divinyl ketones. All the reactions are carried out under mild, metal-free conditions to afford the corresponding products in high to excellent yields.

Graphical abstract: Efficient synthesis of trifluoromethylated cyclopentadienes/fulvenes/norbornenes from divinyl ketones