Synthesis 2019; 51(20): 3901-3907
DOI: 10.1055/s-0039-1690017
paper
© Georg Thieme Verlag Stuttgart · New York

Construction of Esters through Sulfuryl Fluoride (SO2F2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature

Shi-Meng Wang
a   State Key Laboratory of Silicate Materials for Architectures, and School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, P. R. of China   Email: qinhuali@whut.edu.cn
,
Njud S. Alharbi
b   Biotechnology Research Group, Department of Biological Sciences, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia
,
Hua-Li Qin
a   State Key Laboratory of Silicate Materials for Architectures, and School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, P. R. of China   Email: qinhuali@whut.edu.cn
› Author Affiliations
We are grateful to the National Natural Science Foundation of China (Grant No. 21772150), the Wuhan Applied Fundamental Research Plan of Wuhan Science and Technology Bureau (Grant No. 2017060201010216), the 111 Project (No. B18038) and Wuhan University of Technology for the financial support.
Further Information

Publication History

Received: 06 June 2019

Accepted after revision: 11 July 2019

Publication Date:
29 July 2019 (online)


Abstract

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO2F2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.

Supporting Information