Work

Selective Photoinduced α‐Amino C(sp 3 )–H Alkylation Mediated by NHC–Borane

Year: 2026

Type: article

Abstract: Herein, we report a selective photoinduced functionalization of α‐amino C(sp 3 )─H bonds mediated by NHC–boranes. This reaction proceeds efficiently without the need for any external radical initiator or photoredox catalyst. Mechanistic studies reveal that the reaction proceeds via an efficient radical chain, featuring the formation of an aryl radical driven by a boryl‐mediated XAT and a subsequent 1,5‐HAT as key steps. The method demonstrates broad functional group tolerance, providing a practical route for the synthesis of nitrogen‐containing molecules.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.70742

Authors: Gabin Lalande, Laurent Chabaud, Mathieu Pucheault

Institutions: Centre National de la Recherche Scientifique, Université de Bordeaux, Institut des Sciences Moléculaires, Institut Polytechnique de Bordeaux

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,650

Funder: Agence Nationale de la Recherche