Selective and Serial Suzuki-Miyaura Reactions of Polychlorinated Aromatics with Alkyl Pinacol Boronic Esters.

Journal Article

Among cross-coupling reactions, the Suzuki-Miyaura transformation stands out because of its practical advantages, including the commercial availability and low toxicity of the required reagents, mild reaction conditions, and functional group compatibility. Nevertheless, few conditions can be used to cross-couple alkyl boronic acids or esters with aryl halides, especially 2-pyridyl halides. Herein, we describe two novel Suzuki-Miyaura protocols that enable selective conversion of polychlorinated aromatics, with a focus on reactions to convert 2,6-dichloropyridines to 2-chloro-6-alkylpyridines or 2-aryl-6-alkylpyridines.

Full Text

Duke Authors

Cited Authors

  • Laulhé, S; Blackburn, JM; Roizen, JL

Published Date

  • September 2016

Published In

Volume / Issue

  • 18 / 17

Start / End Page

  • 4440 - 4443

PubMed ID

  • 27537216

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7052

Digital Object Identifier (DOI)

  • 10.1021/acs.orglett.6b02323

Language

  • eng