A Convenient Procedure for the Esterification of Benzoic Acids with Phenols: A New Application for the Mitsunobu Reaction.

Abstract

Mitsunobu Reaction. -(FITZJARRALD, V. P.; PONGDEE*, R.; Tetrahedron Lett. 48 (2007) 20, 3553-3557; Dep. Chem. Biochem., Colo. Coll., Colorado Springs, CO 80903, USA; Eng.) -Mais 35-093

A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride

“…In the Mitsunobu reaction, the alcohol was usually activated towards nucleophilic attack from the carboxylic acid, and this activation was achieved by the reaction with a phosphine, typically Ph 3 P, and a dialkyl azodicarboxylate. In recent years, a number of reports have focused on generating other azo dicarboxylates such as diisopropyl azodicarboxylate [ 2 , 22 ], di-2-methoxyethyl azodicarboxylate [ 23 ], azodicarbonyl dimorpholide [ 24 ], di- p -nitrobenzyl azodicarboxylate [ 25 ], 5,5′-dimethyl-3,3′-azoisoxazole [ 26 ], 4-dimethylaminopyridine [ 27 , 28 ], di- p -chlorobenzyl azodicarboxylate [ 29 ], DEAD [ 30 ], N -chlorobenzotriazole [ 31 ] and Fe(Pc) [ 32 ].…”