doi: 10.1021/ol402995e.
Epub 2013 Nov 19.
Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution
Affiliations
- PMID: 24251964
- PMCID: PMC3946564
- DOI: 10.1021/ol402995e
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Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution
Org Lett.
.
Abstract
A simple and efficient direct radical arylation of unactivated arenes is described which uses cheap and commercially available phenyl hydrazine as an initiator. The reaction occurs through a base promoted homolytic aromatic substitution (BHAS) mechanism involving aryl radicals and aryl radical anions as intermediates and offers a practical approach for preparation of an array of substituted biaryls.
Figures
Base Promoted Biaryl Synthesis via Homolytic Aromatic Substitution
Terphenyl Synthesis via Direct Bisarylation of Haloiodoarenes
Proposed Mechanism
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