鲍晓光教授与朱晨教授合作在 Org. Lett. 上发表研究论文

Radical-Mediated Distal Ipso-Migration of O/S-Containing Heteroaryls and DFT Studies for Migratory Aptitude

Huihui Zhang, Luyao Kou, Dong Chen, Meishan Ji, Xiaoguang Bao*(鲍晓光), Xinxin Wu, and Chen Zhu*(朱晨)


Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China


Org. Lett.2020, 22, 5947--5952


Herein we describe an efficient distal ipso-migration of O- and S-containing heteroaryls and the radical heteroarylation of unactivated alkenes. The migration is triggered by various fluoroalkyl radicals, leading to valuable multifunctionalized ketones. The comparisons of migratory aptitude for O-/S-containing heteroaryls are comprehensively investigated. The origin of the chemoselective migration could be partially attributed to the discrepancy in the energy level of the LUMO of each heteroaryl group.




链接:https://pubs.acs.org/doi/abs/10.1021/acs.orglett.0c02030