Double arylation of allyl alcohol via a one-pot Heck arylation-isomerization-acylation cascade.

Org Lett

Department of Chemistry, Liverpool Centre for Materials and Catalysis, University of Liverpool, Liverpool, L69 7ZD, UK.

Published: October 2011

A one-pot, two-step catalytic protocol has been developed. A regioselective Heck coupling between aryl bromides and allyl alcohol leads to the generation of arylated allyl alcohols that in situ isomerize to give aldehydes, which then undergo an acylation reaction with a second aryl bromide. A variety of aryl bromides can be employed in both the initial Heck reaction and the acylation, providing easy access to a wide variety of substituted dihydrochalcones.

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Source
http://dx.doi.org/10.1021/ol202144zDOI Listing

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