Oxidative Cleavage of β-Substituted Primary Alcohols in Flow

Organic Letters 2026

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Authors: Michael Tapera, Athanasios Savvidis, Cedric Meysing, Adrián Gómez-Suárez, Stefan F. Kirsch
DOI: 10.1021/acs.orglett.5c04782
Cited by: 2
References: 42

Abstract

Herein, we report a scalable oxidative cleavage of β-substituted primary alcohols under continuous-flow conditions using a silica-supported hypervalent iodine(V) catalyst and TBA-Oxone as terminal oxidant. The method enables rapid and selective synthesis of γ-lactones and γ-lactams under mild conditions with broad substrate scope and high functional group tolerance. The catalyst is reusable for >15 cycles, and the process is readily scalable. Moreover, this technology offers a readily scalable and sustainable process for the synthesis of γ-butyrolactone from tetrahydrofurfuryl alcohol.

Fields of Study & Subjects

Oxidative Organic Chemistry Reactions Innovative Microfluidic and Catalytic Techniques Innovation Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
2
Pages
681–685
Publication date
6 January 2026
Language
EN