4.8 Article

Efficient Guanidine-Catalyzed Alkylation of Indoles with Fluoromethyl Ketones in the presence of Water

Journal

ORGANIC LETTERS
Volume 11, Issue 10, Pages 2093-2096

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9005079

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A simple and efficient guanidine-catalyzed methodology for the direct preparation of trifluoromethyl-indolyl-phenylethanols in the presence of water is reported. This synthetically viable class of compounds is obtained in excellent yields (up to 98%) through Friedel-Crafts-type alkylation of indoles with aromatic fluoromethyl ketones. Exceptional reaction scope of indoles and alkylating agents is described.

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