Indanones and Indenols from 2-Alkylcinnamaldehydes via the Intramolecular Friedel− Crafts Reaction of Geminal Diacetates

…, B Indradas, RL Snowden, P Sonnay

Index: Womack, Gary B.; Angeles, John G.; Fanelli, Vincent E.; Indradas, Brinda; Snowden, Roger L.; Sonnay, Philippe Journal of Organic Chemistry, 2009 , vol. 74, # 15 p. 5738 - 5741

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Citation Number: 16

Abstract

When treated with Ac2O at rt in the presence of 4− 6 mol% FeCl3, 2-alkylcinnamaldehydes are converted to 2-alkyl-1 H-inden-1-yl acetates through the intermediacy of gem-diacetates. Methanolysis of the indenyl acetates yields the corresponding indenols. Saponification ...