Synthesis of Trifluoromethyl-allenes by Gold-Catalyzed Rearrangement of Propargyl Benzyl Ethers

Arnaud Boreux (1, 2) , Geoffroy Lonca (1) , Olivier Riant (2) , Fabien Gagosz (1)

1 DCSO - Laboratoire de synthèse organique
2 IMCN - Institut de la matière condensée et des nanosciences / Institute of Condensed Matter and Nanosciences

A new method for the synthesis of trifluoromethyl-allenes from easily accessible α-trifluoromethyl-propargyl benzyl ether derivatives following a gold-catalyzed intramolecular hydride transfer has been developed. Various di- and trisubstituted trifluoromethyl-allenes were obtained in good to excellent yields.

Domaines: Chimie organique

Arnaud Boreux, Geoffroy Lonca, Olivier Riant, Fabien Gagosz. Synthesis of Trifluoromethyl-allenes by Gold-Catalyzed Rearrangement of Propargyl Benzyl Ethers. Organic Letters, 2016, 18 (19), pp.5162-5165. ⟨10.1021/acs.orglett.6b02636⟩. ⟨hal-02090670⟩