Literature DB >> 16839157

Palladium(0)-catalyzed suzuki-miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates with alkenyl bromides.

Gary A Molander1, Tiziano Fumagalli.   

Abstract

Efficient palladium(0)-catalyzed Suzuki-Miyaura cross-couplings are described. The reactions involving potassium aryl- and heteroaryltrifluoroborates with alkenyl bromides can generally be carried out using < or =2 mol % of palladium catalyst and 3 equiv of base in toluene/H2O. When stereodefined alkenyl bromides are employed, the resulting styrene derivatives are accessed stereospecifically. A variety of functional groups are tolerated in both coupling partners.

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Year:  2006        PMID: 16839157     DOI: 10.1021/jo0608366

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Direct stereoselective α-arylation of unmodified enals using an organocatalytic cross-coupling-like reaction.

Authors:  Xixi Song; Aiguo Song; Fang Zhang; He-Xing Li; Wei Wang
Journal:  Nat Commun       Date:  2011-11-08       Impact factor: 14.919

2.  Scope of the Suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates.

Authors:  Gary A Molander; Belgin Canturk; Lauren E Kennedy
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

3.  Palladium-catalyzed cross-coupling reaction of alkenyl bromides with potassium alkyltrifluoroborates.

Authors:  Gary A Molander; Jungyeob Ham; Dave G Seapy
Journal:  Tetrahedron       Date:  2007-01-15       Impact factor: 2.457

Review 4.  Total syntheses of the archazolids: an emerging class of novel anticancer drugs.

Authors:  Stephan Scheeff; Dirk Menche
Journal:  Beilstein J Org Chem       Date:  2017-06-07       Impact factor: 2.883

5.  Electrochemical Bromination of Glycals.

Authors:  Zhao-Xiang Luo; Miao Liu; Tian Li; De-Cai Xiong; Xin-Shan Ye
Journal:  Front Chem       Date:  2021-12-23       Impact factor: 5.221

  5 in total

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