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Issue 10, 2016
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Synthesis of 2,3-dihydrobenzofurans via the palladium catalyzed carboalkoxylation of 2-allylphenols

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Abstract

A new Pd-catalyzed alkene carboalkoxylation strategy for the preparation of 2,3-dihydrobenzofurans is described. This method effects the coupling of readily available 2-allylphenol derivatives with aryl triflates to generate a wide range of functionalized 2,3-dihydrobenzofurans in good yields and diastereoselectivities (up to >20 : 1). Use of newly developed reaction conditions that promote anti-heteropalladation of the alkene is essential in order to generate products in high yield.

Graphical abstract: Synthesis of 2,3-dihydrobenzofurans via the palladium catalyzed carboalkoxylation of 2-allylphenols

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Supplementary files

Article information


Submitted
23 May 2016
Accepted
12 Aug 2016
First published
22 Aug 2016

Org. Chem. Front., 2016,3, 1314-1318
Article type
Research Article

Synthesis of 2,3-dihydrobenzofurans via the palladium catalyzed carboalkoxylation of 2-allylphenols

J. T. Hutt and J. P. Wolfe, Org. Chem. Front., 2016, 3, 1314
DOI: 10.1039/C6QO00215C

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