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Synlett 2010(17): 2527-2536
DOI: 10.1055/s-0030-1258802
DOI: 10.1055/s-0030-1258802
ACCOUNT
© Georg Thieme Verlag
Stuttgart ˙ New YorkTransition-Metal-Catalyzed Oxidative Cross-Coupling Reactions
Further Information
Received
10 July 2010
Publication Date:
30 September 2010 (online)
Publication History
Publication Date:
30 September 2010 (online)
Abstract
The oxidative coupling between two nucleophiles using desyl chloride (2-chloro-1,2-diphenylethanone) or molecular oxygen as the oxidant, which just acts as the electron acceptor, is discussed. Various metal reagents were employed as good partners in the oxidative couplings.
1 Introduction
2 The First Generation of Oxidative Couplings: Desyl Chloride as the Oxidant
2.1 Oxidative Cross-Coupling of Alkylzinc and Alkynylstannane Reagents
2.2 Oxidative Cross-Coupling of Arylzinc and Alkylindium Reagents
2.3 Oxidative Carbonylation of Alkyl- and Arylindium Reagents
3 The Second Generation of Oxidative Coupling: Oxygen as the Oxidant
3.1 Oxidative Cross-Coupling of Terminal Alkynes and Alkylzinc Reagents
3.2 Oxidative Homocoupling of Aryl Grignard Reagents
3.3 Oxidative Carbonylation of Arylboronate Esters
4 The Third Generation of Oxidative Coupling: Green Version
4.1 Oxidative Coupling Reactions of Two Different Terminal Alkynes
5 Conclusion and Outlook
Key words
oxidative coupling - oxidative carbonylations - palladium - nickel - nucleophiles
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