Literature DB >> 16209525

Intermolecular Heck-type coupling of aryl iodides and allylic acetates.

Brian Mariampillai1, Christelle Herse, Mark Lautens.   

Abstract

[reaction: see text] A palladium-catalyzed arylation of allylic acetates followed by beta-acetoxy elimination was shown to produce Heck-type coupling products. Optimal reaction conditions employed ligand-free palladium on carbon in the presence of tetrabutylammonium chloride, a trialkylamine base, and water.

Entities:  

Year:  2005        PMID： 16209525     DOI： 10.1021/ol051947e

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


  6 in total

1.  Studies Toward the Synthesis of (-)-Zampanolide: Preparation of the Macrocyclic Core.

Authors:  Dawn M Troast; Jiayi Yuan; John A Porco
Journal:  Adv Synth Catal       Date:  2008-07-09       Impact factor: 5.837

2.  Palladium-Catalyzed 1,3-Difunctionalization Using Terminal Alkenes with Alkenyl Nonaflates and Aryl Boronic Acids.

Authors:  Matthew S McCammant; Takashi Shigeta; Matthew S Sigman
Journal:  Org Lett       Date:  2016-03-28       Impact factor: 6.005

3.  Palladium-catalyzed 1,1-aryloxygenation of terminal olefins.

Authors:  Andrew D Satterfield; Asako Kubota; Melanie S Sanford
Journal:  Org Lett       Date:  2011-02-03       Impact factor: 6.005

4.  Allylic substitution versus Suzuki cross-coupling: capitalizing on chemoselectivity with bifunctional substrates.

Authors:  Mahmud M Hussain; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2010-03-01       Impact factor: 15.336

5.  Palladium-catalyzed chemoselective allylic substitution, Suzuki-Miyaura cross-coupling, and allene formation of bifunctional 2-B(pin)-substituted allylic acetate derivatives.

Authors:  Byeong-Seon Kim; Mahmud M Hussain; Nusrah Hussain; Patrick J Walsh
Journal:  Chemistry       Date:  2014-07-30       Impact factor: 5.236

Review 6.  Prospects and Applications of Palladium Nanoparticles in the Cross-coupling of (hetero)aryl Halides and Related Analogues.

Authors:  Jude I Ayogu; Efeturi A Onoabedje
Journal:  ChemistryOpen       Date:  2021-02-15       Impact factor: 2.630
  6 in total

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