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Org Lett. 2012 Jun 15;14(12):3100-3. doi: 10.1021/ol301192s. Epub 2012 May 30.

Palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate.

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1
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan.

Abstract

Highly efficient palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate is reported. This procedure does not use carbon monoxide and affords one-carbon-elongated carboxylic acid phenyl esters in excellent yields. The reaction proceeds smoothly under mild conditions and tolerates a wide range of functional groups including aldehyde, ether, ketone, ester, and cyano groups. Furthermore, a variety of heteroaromatic bromides can be converted to the corresponding phenyl esters in high yields.

PMID:
22642678
DOI:
10.1021/ol301192s
[Indexed for MEDLINE]
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