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Metal-free Oxidative Cross-Coupling Reaction of Aromatic Compounds Containing Heteroatoms

Synlett
DOI: 10.1055/s-0036-1588455



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 Introduction2 Cyanation and Halogenation Reactions of Heteroaromatic Compounds3 Biaryl Coupling Reaction of Heteroaromatic Compounds3.1 Regioselective Coupling Reaction of Thiophenes3.2 Cross-Coupling Reaction of Thiophenes3.3 Coupling Reaction of EDOT and Pyrroles3.4 Cross-Coupling Reaction of Pyrroles4 Cross-Coupling Reaction of Anilines5 Cross-Coupling Reaction of Phenols6 Cross-Coupling Reaction of N-Heteroaromatics with Aryl Radicals from Diaryliodonium(III) Salts7 Conclusion
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© Georg Thieme Verlag Stuttgart · New York

Artikel in Thieme eJournals:
Inhaltsverzeichnis  |  Abstract  |  Volltext

Authors:   Koji Morimoto; Toshifumi Dohi; Yasuyuki Kita
Journal:   Synlett
Volume:   6
edition:   eFirst
Year:   2017
Pages:   70
DOI:   10.1055/s-0036-1588455
Publication date:   21-Jun-2017
Facts, background information, dossiers
  • biaryls
  • aromatic compounds
  • Halogenation
  • Georg Thieme Verlag
  • Cyanation
  • couplings
  • coupling reactions
More about Thieme Verlag
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