Oxidative cleavage of α-aryl aldehydes using iodosylbenzene.

Org Lett

Institut für Organische Chemie und Biochemie, Albert-Ludwigs-Universität Freiburg, Albertstraße 21, D-79104, Freiburg im Breisgau, Germany.

Published: October 2012

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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http://dx.doi.org/10.1021/ol301675vDOI Listing

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