Transition-Metal-Catalyzed
Oxidative Cross-Coupling Reactions

Chao Liu; Liqun Jin; Aiwen Lei

doi:10.1055/s-0030-1258802

ACCOUNT

Transition-Metal-Catalyzed Oxidative Cross-Coupling Reactions

Chao Liu, Liqun Jin, Aiwen Lei*
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. of China
Fax: +86(27)68754067; e-Mail: aiwenlei@whu.edu.cn;

Abstract

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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

Full Text

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