A New Method for the Synthesis of Carboxylic Esters and Lactones with Di-2-thienyl Carbonate (2-DTC) by the Promotion of DMAP and Iodine

Y Oohashi, K Fukumoto, T Mukaiyama

Index: Oohashi, Yoshiaki; Fukumoto, Kentarou; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 2005 , vol. 78, # 8 p. 1508 - 1519

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Citation Number: 25

Abstract

The esterification of carboxylic acids with alcohols by using di-2-thienyl carbonate (2-DTC) in the presence of a catalytic amount of 4-(dimethylamino) pyridine (DMAP) proceeded smoothly to afford the corresponding esters in good-to-high yields along with 2 (5H)- thiophenone. This esterification was accelerated by the addition of an equimolar amount of iodine to afford the esters in higher yields within a shorter reaction time. Further, ...