Hyperconjugation-Driven Ester Migration Enabled Aerobic 1,3-Iodohydroxylation with Iodoform: A Triple Functionalization of Allyl Carboxylates

Organic Letters 2026

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Authors: Hong Hou, Linyang Jiang, Mengyan Gao, Tao Lei, Pengpeng Zhu, Yun-Hee Han, Shaoqun Zhu
DOI: 10.1021/acs.orglett.6c01136
Cited by: 3
References: 38

Abstract

We report herein a visible-light-mediated aerobic 1,3-iodohydroxylation of allyl carboxylates using iodoform as an iodine source. This cascade reaction is initiated by the homolytic cleavage of the carbon-iodine bond in iodoform under visible light irradiation, generating an iodine radical, and triggers a cascade reaction of radical addition, ester migration, and hydroxylation. This practical trifunctionalization protocol features mild conditions and broad functional group tolerance.

Fields of Study & Subjects

Radical Photochemical Reactions Oxidative Organic Chemistry Reactions Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
16
Pages
5268–5273
Publication date
15 April 2026
Language
EN