Amidation of β‐Keto Sulfonyl Fluorides via C−C Bond Cleavage

Author:

Liang Hui1,Liu Qian1,Zhao Xueyan1,He Tianyu1,Luo Jinyue1,Huang Shenlin12ORCID

Affiliation:

1. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources Nanjing Forestry University Nanjing 210037 China

2. Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research Ministry of Education of China College of Chemistry and Chemical Engineering Hunan Normal University Changsha 410081 China

Abstract

AbstractA simple protocol for amide bond construction using β‐keto sulfonyl fluorides (BKSFs) as the acyl surrogates has been achieved. The reaction of BKSFs with a range of amines could be performed in presence of N‐bromosuccinimide (NBS), affording various amides with diverse functionalities. Preliminary mechanistic studies revealed that the dibromo‐substituted sulfonyl fluorides could be the key intermediate in this amidation process.

Funder

National Natural Science Foundation of China

Hunan Normal University

Publisher

Wiley

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