文献类型：期刊文献

英文题名：Rearrangement Reaction Based on the Structure of N-Fluoro-N-alkyl Benzenesulfonamide

作者：Wang, Han-Ying[1,2];Pu, Xiao-Qiu[3];Yang, Xian-Jin[1,2,3]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200231, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, 130 Meilong Rd, Shanghai 200231, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

年份：2018

卷号：83

期号：21

起止页码：13103

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20184205954732);WOS:【SCI-EXPANDED(收录号:WOS:000449443200015)，CCR-EXPANDED(收录号:WOS:000449443200015)】；

基金：This study was financially supported by the National Natural Science Foundation of China (21372077) and by State Key Laboratory of Efficient Utilization for Low Grade Phosphate Rock and Its Associated Resources (WFKF2017-04).

语种：英文

摘要：A novel rearrangement reaction based on the structure of N-fluoro-N-alkyl benzenesulfonamide was developed. The reaction proceeded readily at 50 degrees C in formic acid and generated a variety of benzenesulfonamides and aldehydes or ketones simultaneously. The reaction mechanism is believed to be a concerted mechanism that consist of 1,2-aryl migration with the departure of fluorine anion via an S(N)2 mechanism. This rearrangement reaction features an interesting reaction mechanism, mild reaction conditions, simple operations, and a broad substrate scope.