4.4 Article

CuI-catalyzed Suzuki coupling reaction of organoboronic acids with alkynyl bromides

Journal

TETRAHEDRON
Volume 67, Issue 26, Pages 4800-4806

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.05.031

Keywords

CuI; Suzuki coupling reaction; Organoboronic acids; Alkynyl bromides; 8-Hydroxyquinoline

Funding

  1. National Natural Science Foundation of China [20972057]

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A CuI-catalyzed Suzuki cross-coupling reaction of organoboron derivatives with alkynyl bromides has been developed. In the presence of CuI (10 mol %) and 8-hydroxyquinoline (20 mol %), organoboron derivatives including aromatic and alkenyl boronic acids, potassium aryltrifluoroborates, and sodium tetraphenylborate reacted smoothly with 1-bromo-2-substituted acetylene to generate the corresponding cross-coupling products in good to excellent yields in C2H5OH. It is important to note that aromatic N,O-ligand 8-hydroxyquinoline is the most effective ligand for the reaction. (C) 2011 Elsevier Ltd. All rights reserved.

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