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Synthesis 2018; 50(02): 254-266
DOI: 10.1055/s-0036-1590957
DOI: 10.1055/s-0036-1590957
feature
Insights into the Cobalt-Catalyzed Three-Component Coupling of Mixed Aromatic Organozinc Species, Carbonyl Compounds or Imines and Michael Acceptors: Synthetic and Mechanistic Aspects
The financial support of this work by the CNRS and Université Paris-Est (Ph.D. grant to J. P.) is gratefully acknowledged.Weitere Informationen
Publikationsverlauf
Received: 06. September 2017
Accepted after revision: 17. Oktober 2017
Publikationsdatum:
21. November 2017 (online)


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.
Key words
multicomponent reactions - arylzinc compounds - Michael acceptors - unsaturated electrophiles - cobalt catalysis - aminocarbonyl compounds - hydroxycarbonyl compoundsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590957.
- Supporting Information