Chiral arylsulfinylamides as reagents for visible light-mediated asymmetric alkene aminoarylations.

ABSTRACT: Two- or one-electron-mediated difunctionalizations of internal alkenes represent straightforward approaches to assemble molecular complexity by the simultaneous formation of two contiguous Csp³ stereocentres. Although racemic versions have been extensively explored, asymmetric variants, especially those involving open-shell C-centred radical species, are much more limited both in number and scope. Here we describe enantioenriched arylsulfinylamides as all-in-one reagents for the efficient asymmetric, intermolecular aminoarylation of alkenes. Under mild photoredox conditions, nitrogen addition of the arylsulfinylamide onto the double bond, followed by 1,4-translocation of the aromatic ring, produce, in a single operation, the corresponding aminoarylation adducts in enantiomerical

SUBMITTER: Hervieu C 

PROVIDER: S-EPMC10997517 | biostudies-literature | 2024 Apr

REPOSITORIES: biostudies-literature