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Oxidative cleavage of α-aryl aldehydes using iodosylbenzene.

Authors
  • Havare, Nizam
  • Plattner, Dietmar A
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Oct 05, 2012
Volume
14
Issue
19
Pages
5078–5081
Identifiers
DOI: 10.1021/ol301675v
PMID: 22992207
Source
Medline
License
Unknown

Abstract

We found that α-aryl aldehydes can be cleaved to chain-shortened carbonyl compounds and formaldehyde by various iodosylbenzene complexes. A mechanistic scheme is presented that accounts for the loss of one carbon atom. Formaldehyde is further oxidized to CO and CO(2) under the reaction conditions.

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