Work

Harnessing Bifunctional N ‐Benzoyloxyamides for Photoredox Amidative Dual Functionalizations of Alkenes

Year: 2025

Type: article

Abstract: Here, we present a photocatalytic strategy for the intermolecular dual functionalizations of alkenes using N─O bifunctional reagents in an atom-economical fashion. By leveraging N-benzoyloxyamides as bifunctional precursors for generating both amidyl radical and internal O-nucleophiles, this approach achieves chemoselective olefin amidation with simultaneous incorporation of additional functional groups. The current method readily accesses a range of doubly functionalized amino products through 1,2-amidooxygenation, amidoazidation, and formal anti-Markovnikov hydroamidation. Mechanistic studies revealed that the selective interplay of radical and ionic pathways is operative to enable a unified platform for this olefin dual functionalization.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202506290

Authors: Harin Ryoo, Hyeyun Keum, Dongwook Kim, Sukbok Chang

Institutions: Korea Advanced Institute of Science and Technology, Institute for Basic Science

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,510

Funder: Institute for Basic Science