Hypervalent Iodine-Mediated Synthesis of Sulfinimidate Esters from Sulfenamides
Xunbo Lu*, Guoling Huang, Jianlin Ye, Muhammad Adnan Bashir, Jianfang Su, Kaiyuan Yang, Fangpeng Liang and Xinyu Xu
*Lingnan Normal University (LNU), 29 Cunjin Road, Zhanjiang, Guangdong 524048, People’s Republic of China, Email: luxunbofoxmail.com
X. Lu, G. Huang, J. Ye, M. A. Bashir, J. Su, K. Yang, F. Liang, X. Xu, Org. Lett., 2023, 25, 2151-2156.
DOI: 10.1021/acs.orglett.3c00678
see article for more reactions
Abstract
Phenyliodonium diacetate mediates an efficient oxidative esterification of sulfenamides to provide sulfinimidate esters and sulfilimines under mild and metal-free conditions in very good yields. The protocol is readily scalable and compatible with a diverse range of substrates and functional groups.
see article for more examples
proposed mechanism
Key Words
ID: J54-Y2023