Selective single C–F bond arylation of trifluoromethylalkene derivatives. Issue 37 (12th August 2019)

• Record Type: Journal Article
• Authors: Tang, Luning; Liu, Ze-Yao; She, Wenzhi; Feng, Chao
• Is Part Of: Chemical science. Volume 10:Issue 37(2019)
• Page Start: 8701
• Page End: 8705
• Publication Date: 2019-08-12
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9sc01966a
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : Through an SN 2′ amination, N -alkylation and palladium-catalyzed allylic substitution sequence, we realized ipso -C–F bond arylation/alkenylation of trifluoromethylalkene derivatives. Abstract : A strategically novel single C–F bond functionalization of CF3 -derived molecules, which shows a prominent advantage for the expedient construction of difluoromethylene-bridged organic scaffolds, is disclosed. The reported protocol consists of SN 2′ amination, N -alkylation and palladium-catalyzed allylic substitution reactions, which enables straightforward arylation and alkenylation of vinyltrifluoromethane derivatives. Furthermore, this strategy is characterized by its broad substrate scope with respect to both CF3 -alkene and arylboronic acid derivatives.