Synthesis of 4-Aryl-2(5H)-furanones by Gold(I)-Catalyzed Intramolecular Annulation

Haifeng Sun, He Huang, Dengyou Zhang, Enguang Feng, Wangke Qian, Lei Zhang, Kaixian Chen, and Hong Liu

Abstract: A novel method that involves intramolec- ular annulation and a new type of rearrangement has been developed for the synthesis of 4-aryl- 2(5H)-furanones. A variety of prop-2-ynyl 3-oxo-3- phenylpropanoates undergo annulation cyclization in the presence of chloro(triphenylphosphine)gold and trifluoromethanesulfonic to afford the desired products in moderate to high yields.

Keywords : 4-aryl-2(5H)-furanones ; gold(I) cata- lysts ; intramolecular annulations ; prop-2-ynyl 3- oxo-3-phenylpropanoates