Issue 23, 2018

Visible-light-mediated allylation of alkyl radicals with allylic sulfones via a deaminative strategy

Abstract

A visible-light-mediated radical allylation of primary amine-derived Katritzky salts with allylic sulfones via C(sp3)–N bond activation is reported, furnishing the corresponding alkenes in satisfactory yields. This mild protocol provides an efficient strategy for site-specific C(sp3)–C(sp3) bond formation using abundant feedstock primary amines, particularly α-amino acids as alkyl radical precursors. This photocatalytic reaction demonstrates a broad substrate scope and good functional group tolerance.

Graphical abstract: Visible-light-mediated allylation of alkyl radicals with allylic sulfones via a deaminative strategy

Supplementary files

Article information

Article type
Research Article
Submitted
28 sep. 2018
Accepted
18 oct. 2018
First published
19 oct. 2018

Org. Chem. Front., 2018,5, 3443-3446

Visible-light-mediated allylation of alkyl radicals with allylic sulfones via a deaminative strategy

M. Zhang and F. Liu, Org. Chem. Front., 2018, 5, 3443 DOI: 10.1039/C8QO01046C

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