Chemical Communications 2006-02-21

Organocatalytic C3-selective Friedel-Crafts alkylations of indoles with alpha,beta-unsaturated ketones.

Dong-Ping Li, Ying-Cen Guo, Yu Ding, Wen-Jing Xiao

Index: Chem. Commun. (Camb.) (7) , 799-801, (2006)

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Abstract

The use of an equimolar amount of pyrrolidine and HClO4 (30 mol%) was found to be effective in promoting the conjugate addition of indoles to (E)-alpha,beta-unsaturated ketones, affording the corresponding beta-indolyl ketones in excellent yields.