Photoredox Radical Truce–Smiles Rearrangement of <i>N-</i>Sulfinyl Acrylamides with Bromodifluoroacetamides

Abstract

We herein report a photochemical Truce–Smiles rearrangement reaction of N -sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis of a series of aryl difluoroglutaramides in moderate to good yields. The asymmetric synthesis using chiral sulfinamides produced quaternary carbon - centered glutaramide products with a modest enantioselectivity. This protocol effectively complements previous Truce–Smiles rearrangement methods involving N -sulfonyl acrylamides.

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