5H-3-oxa-Octafluoropentanesulfonyl fluoride: a novel and efficient condensing agent for esterification, amidation and anhydridization |
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Authors: | Zhaohua Yan Weisheng Tian Fanrong Zeng |
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Institution: | a Department of Chemistry, Nanchang University, Nanchang, Jiangxi Province 330031, PR China b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, PR China |
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Abstract: | The use of 5H-3-oxa-octafluoropentanesulfonyl fluoride (HCF2CF2OCF2CF2SO2F) as a novel and efficient condensing reagent for esterification of carboxylic acids with alcohols and amidation of carboxylic acids with amines in the presence of 1,3-diazabicyclo5.4.0]-undec-7-ene (DBU) is reported. HCF2CF2OCF2CF2SO2F cannot serve as a condensing agent for anhydridization of carboxylic acids, however, HCF2CF2OCF2CF2SO2F/(CH3)3SiCN system can mediate anhydridization of some aromatic carboxylic acids. |
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Keywords: | Esterification Amidation Anhydridization Carboxylic acids 5H-3-oxa-Octafluoropentanesulfonyl fluoride |
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