Literature DB >> 24251964

Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution.

Abhishek Dewanji1, Sandip Murarka, Dennis P Curran, Armido Studer.   

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.

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Year:  2013        PMID: 24251964      PMCID: PMC3946564          DOI: 10.1021/ol402995e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  28 in total

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10.  Visible-light photoredox in homolytic aromatic substitution: direct arylation of arenes with aryl halides.

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6.  Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals.

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8.  Small organic molecules with tailored structures: initiators in the transition-metal-free C-H arylation of unactivated arenes.

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10.  Transition-Metal-Free Oxidative Cross-Coupling of Tetraarylborates to Biaryls Using Organic Oxidants.

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  10 in total

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