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[Pd(NHC)(acac)Cl]:用于通过N-C/O-C活化实现酰胺和酯的铃木及布赫瓦尔德-哈特维希交叉偶联(转酰胺化)反应的定义明确、空气稳定且易于获得的预催化剂。

[Pd(NHC)(acac)Cl]: Well-Defined, Air-Stable, and Readily Available Precatalysts for Suzuki and Buchwald-Hartwig Cross-coupling (Transamidation) of Amides and Esters by N-C/O-C Activation.

作者信息

Zhou Tongliang, Li Guangchen, Nolan Steven P, Szostak Michal

机构信息

Department of Chemistry , Rutgers University , 73 Warren Street , Newark , New Jersey 07102 , United States.

Department of Chemistry and Center for Sustainable Chemistry , Ghent University , Krijgslaan 281 , 9000 Ghent , Belgium.

出版信息

Org Lett. 2019 May 3;21(9):3304-3309. doi: 10.1021/acs.orglett.9b01053. Epub 2019 Apr 16.

DOI:10.1021/acs.orglett.9b01053
PMID:30990697
Abstract

A general class of well-defined, air-stable, and readily available Pd(II)-NHC precatalysts (NHC = N-heterocyclic carbene) for Suzuki and Buchwald-Hartwig cross-coupling of amides (transamidation) and esters by selective N-C/O-C cleavage is reported. Since these precatalysts are highly active and the easiest to synthesize, the study clearly suggests that [Pd(NHC)(acac)Cl] should be routinely included during the development of new cross-coupling methods. An assay for in situ screening of NHC salts in this cross-coupling manifold is presented.

摘要

报道了一类定义明确、空气稳定且易于获得的钯(II)-氮杂环卡宾预催化剂(NHC = N-杂环卡宾),用于通过选择性N-C/O-C裂解实现酰胺(转酰胺化)和酯的铃木和布赫瓦尔德-哈特维希交叉偶联反应。由于这些预催化剂具有高活性且最易于合成,该研究明确表明,在开发新的交叉偶联方法时应常规纳入[Pd(NHC)(acac)Cl]。本文还介绍了一种在该交叉偶联体系中原位筛选NHC盐的分析方法。

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