Work

Discovery and Development of an Aerobic Radical Hydroxyarylation Reaction Using Aryl Halides, Olefins, and O2

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide Herein, we report the development of a radical hydroxyarylation reaction through the coupling of an aryl radical, an olefin, and O 2 . Photoredox activation of a silyl radical halogen atom abstractor enables mild aryl radical generation and reactivity in 5- exo, 6- exo, and dearomative cyclizations to synthesize a variety of hydroxylated semisaturated fused ring systems. Expansion of the substrate scope to include aryl bromide starting materials reveals the crucial role of iodide in the catalytic cycle.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c00968

Authors: Mark C. Maust, Defne Tuncaral, Simon B. Blakey

Institution: Emory University

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: National Institute of General Medical Sciences