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Insights into the Cobalt-Catalyzed Three-Component Coupling of Mixed Aromatic Organozinc Species, Carbonyl Compounds or Imines and Michael Acceptors: Synthetic and Mechanistic Aspects
Synthesis ( IF 2.6 ) Pub Date : 2017-11-21 , DOI: 10.1055/s-0036-1590957
Erwan Le Gall 1 , Jérôme Paul 1 , Marc Presset 1 , Eric Léonel 1 , Pascal Retailleau 2
Affiliation  

Abstract

The first examples of cobalt-catalyzed multicomponent couplings of mixed aromatic arylzinc reagents with Michael acceptors and carbonyl compounds or imines is described. The reaction system employs a cobalt(II)-2,2′-bipyridine or a cobalt(II)-1,10-phenanthroline complex as a catalyst for both organozinc generation and subsequent multicomponent assembly by formal Michael addition/aldol coupling or Mannich reaction. This study brings new insights into the synthetic scope and mechanism of the reaction.

The first examples of cobalt-catalyzed multicomponent couplings of mixed aromatic arylzinc reagents with Michael acceptors and carbonyl compounds or imines is described. The reaction system employs a cobalt(II)-2,2′-bipyridine or a cobalt(II)-1,10-phenanthroline complex as a catalyst for both organozinc generation and subsequent multicomponent assembly by formal Michael addition/aldol coupling or Mannich reaction. This study brings new insights into the synthetic scope and mechanism of the reaction.



中文翻译:

混合芳香有机锌物种,羰基化合物或亚胺和迈克尔受体的钴催化三组分偶联的见解:合成和机理方面

摘要

描述了混合的芳基芳基锌试剂与迈克尔受体和羰基化合物或亚胺的钴催化的多组分偶联的第一个例子。该反应体系采用钴(II)-2,2'-联吡啶或钴(II)-1,10-菲咯啉配合物作为催化剂,用于有机锌的生成以及随后通过正式的迈克尔加成/醛醇偶合或曼尼希反应进行的多组分组装。这项研究为反应的合成范围和机理带来了新的见解。

描述了混合的芳基芳基锌试剂与迈克尔受体和羰基化合物或亚胺的钴催化的多组分偶联的第一个例子。该反应体系采用钴(II)-2,2'-联吡啶或钴(II)-1,10-菲咯啉配合物作为催化剂,用于有机锌的生成以及随后通过正式的迈克尔加成/醛醇偶合或曼尼希反应进行的多组分组装。这项研究为反应的合成范围和机理带来了新的见解。

更新日期:2017-11-21
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