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Synlett 2017; 28(14): 1680-1694
DOI: 10.1055/s-0036-1588455
DOI: 10.1055/s-0036-1588455
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Metal-free Oxidative Cross-Coupling Reaction of Aromatic Compounds Containing Heteroatoms
Further Information
Publication History
Received: 11 April 2017
Accepted after revision: 16 May 2017
Publication Date:
21 June 2017 (online)
Published as part of the ISHC Conference Special Section
Abstract
The biaryl unit containing a heteroatom is a key structure in a large number of natural products and π-conjugated organic systems. The cross-couplings can provide powerful methods for the construction of biaryls and heterobiaryls; thus the development of a new coupling method has been intensively studied by synthetic chemists. Therefore, the oxidative biaryl coupling reaction of arenes containing a heteroatom is a significantly attractive, convenient, and straightforward route to the synthesis of biaryls due to its operational simplicity avoiding the preparation of the corresponding halogenated and metallated arenes. In this report, recent progress in the field of metal-free oxidative cross-coupling reactions of aromatic compounds using hypervalent iodine(III) reagents, is presented.
1 Introduction
2 Cyanation and Halogenation Reactions of Heteroaromatic Compounds
3 Biaryl Coupling Reaction of Heteroaromatic Compounds
3.1 Regioselective Coupling Reaction of Thiophenes
3.2 Cross-Coupling Reaction of Thiophenes
3.3 Coupling Reaction of EDOT and Pyrroles
3.4 Cross-Coupling Reaction of Pyrroles
4 Cross-Coupling Reaction of Anilines
5 Cross-Coupling Reaction of Phenols
6 Cross-Coupling Reaction of N-Heteroaromatics with Aryl Radicals from Diaryliodonium(III) Salts
7 Conclusion
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For recent reviews on oxidative biaryl coupling reactions see:
For selected recent reviews see:
Our reviews and accounts:
For recent reviews see:
For reviews of copper-catalyzed cross-coupling reactions see:
For selected books see:
For selected reviews discussing the synthetic utilities of diaryliodonium(III) salts see:
Selected reports for Cu-catalyzed coupling reactions with Ar2I+: