Literature DB >> 21932768

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

Paul Colbon1, Jiwu Ruan, Mark Purdie, Keith Mulholland, Jianliang Xiao.   

Abstract

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.
© 2011 American Chemical Society

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Year:  2011        PMID: 21932768     DOI: 10.1021/ol202144z

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Scalable and chromatography-free synthesis of 2-(2-formylalkyl)arenecarboxylic acid derivatives through the supramolecularly controlled hydroformylation of vinylarene-2-carboxylic acids.

Authors:  Paweł Dydio; Joost N H Reek
Journal:  Nat Protoc       Date:  2014-04-24       Impact factor: 13.491

2.  Suzuki-Miyaura cross-coupling of potassium dioxolanylethyltrifluoroborate and aryl/heteroaryl chlorides.

Authors:  Nicolas Fleury-Brégeot; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  Org Lett       Date:  2013-03-14       Impact factor: 6.005

  2 in total

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