Superacid-Promoted Dual C–C Bond Formation by Friedel–Crafts Alkylation/Acylation of Cinnamate Esters: Synthesis of Indanones

Abstract

Dual C–C bond formation was accomplished in one pot for the synthesis of a wide variety of indanones mediated by triflic acid. The reaction proceeds via an initial Michael-addition-type Friedel–Crafts alkylation followed by intramolecular acylation (cyclization). Significantly, the method was also successfully employed on more reactive β-diarylcinnamates using slightly different conditions.

Key words

cinnamates - Friedel–Crafts - indanones - alkylation - benzophenones

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