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Updated: Jun 21, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Highly efficient borylation Suzuki coupling process for 4-bromo-2-ketothiazoles: straightforward access to
Thibaut Martin1, Claire Laguerre, Christophe Hoarau
1UMR 6014 COBRA, CNRS, INSA de Rouen et Universite de Rouen, Institut de Chimie Organique Fine (IRCOF) INSA de Rouen, BP08, 76131 Mont Saint Aignan, France.
Abstract:
The first palladium-catalyzed borylation of 4-bromo-2-ketothiazoles followed by a Suzuki cross-coupling reaction with haloheteroaromatics using Buchwald's Cy-JohnPhos and XPhos ligands is reported. The methodology has allowed the fast preparation of highly valuable 4-pyridinyl- and 4-thiazolyl-2-ketothiazoles as common subunits of thiopeptide antibiotics. As direct applications, novel concise syntheses of a sulfomycinamate thio-analogue as well as micrococcinate and saramycetate esters are described.
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