The Journal of Organic Chemistry

Toward a clean alternative to Friedel-Crafts acylation: In situ formation, observation, and reaction of an acyl bis (trifluoroacetyl) phosphate and related structures

TP Smyth, BW Corby

Index: Smyth, Timothy P.; Corby, Brian W. Journal of Organic Chemistry, 1998 , vol. 63, # 24 p. 8946 - 8951

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Citation Number: 41

Abstract

Reaction of acyl trifluoroacetates with phosphoric acid in the presence of trifluoroacetic anhydride (TFAA) leads to the ready formation of acyl bis (trifluoroacetyl) phosphates, which are powerful acylating agents. Formation of these species and the subsequent acylation reaction are carried out, without added solvent, in a single in situ reaction process. In this reaction system, anisole is rapidly acylated at ambient temperature using a variety of ...