Carbonylative Suzuki Coupling Catalyzed by Pd Complexes Based on [N,P]‐Pyrrole Ligands - Archive ouverte HAL Access content directly
Journal Articles Advanced Synthesis and Catalysis Year : 2022

Carbonylative Suzuki Coupling Catalyzed by Pd Complexes Based on [N,P]‐Pyrrole Ligands

Abstract

The Suzuki-Miyaura cross-coupling is one of the most useful synthetic tools to build C−C bonds, but the use of hydroxyaryl halides to direct access hydroxy-byaryls still remains a challenge. For the carbonylative version of the reaction, the synthesis of hydroxybiaryl ketones is commonly solved by protecting group strategies. In this work, we report a protocol of carbonylative Suzuki- Miyaura coupling catalysed by a [N,P]-PdCl2 complex using aryl halides, various aryl boronic acids and CO. We were able at first to obtain biphenyls, finding a singular reactivity towards 2-bromophenol, that later was extended to the carbonylation reaction, resulting in methodology that allows the obtention of 2-hydroxybiaryl ketones, with a functional group tolerance toward amines, alkoxy, ketones, esters, and halides.
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hal-03790205 , version 1 (28-09-2022)

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Salvador Cortés-Mendoza, Dorian Adamczyk, Joel Badillo-Goméz, Martine Urrutigoïty, M. Carmen Ortega-Alfaro, et al.. Carbonylative Suzuki Coupling Catalyzed by Pd Complexes Based on [N,P]‐Pyrrole Ligands: Direct Access to 2‐Hydroxybenzophenones. Advanced Synthesis and Catalysis, 2022, 364 (16), pp.2837-2845. ⟨10.1002/adsc.202200456⟩. ⟨hal-03790205⟩
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