4.4 Article

O-Aryloxime ether analogues as novel and efficient ligands for palladium-catalyzed Suzuki-Miyaura coupling in water

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 19, Pages 3038-3040

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.03.113

Keywords

Suzuki-Miyaura; Cross-coupling; O-Aryloxime ether; Water; Palladium chloride

Funding

  1. UGC, New Delhi (India) [41-254/2012]
  2. UGC, New Delhi for UGC-BSR (RFSMS) fellowship

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O-Aryloxime ether analogues L1-L3 were studied as ligands in palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl bromides and aryl boronic acids in water at room temperature. Reaction conditions for the cross-coupling were optimized using PdCl2 and Pd(OAc)(2) under aerobic condition. From the three electronically diverse O-aryloxime ether ligands studied herein, the use of 1-phenyl-ethanone O-(4-chloro-phenyl)-oxime L2 exhibits the best catalytic system in the presence of K2CO3 as the base and TBAB as the promoter. (C) 2014 Elsevier Ltd. All rights reserved.

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