Journal
ORGANIC LETTERS
Volume 22, Issue 15, Pages 5947-5952Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02030
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Funding
- National Natural Science Foundation of China [21722205, 21971173, 21973068]
- Project of Scientific and Technologic Infrastructure of Suzhou [SZS201708]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
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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.
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