2-(Trifluoroacetyloxy) pyridine as a mild trifluoroacetylating reagent of amines and alcohols.

T Keumi, M Shimada, T Morita, H Kitajima

Index: Keumi, Takashi; Shimada, Masakazu; Morita, Toshio; Kitajima, Hidehiko Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 8 p. 2252 - 2256

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Citation Number: 25

Abstract

A new trifluoroacetylating reagent, 2-(trifluoroacetyloxy) pyridine (TFAP), was prepared by the reaction of 2-pyridinol and trifluoroacetic anhydride. TFAP has been found to be effective in the trifluoroacetylation of aliphatic and aromatic amines and alcohols including phenol under mild conditions. The reaction of p-nitrophenol with TFAP in ether gave the hydrogen- bonded complex between the phenol and 2-pyridone. This reagent has also been shown ...