Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 19, Pages 4815-4819Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201800648
Keywords
arenes; biaryls; carbenoids; C-H activation; rhodium
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Funding
- National Natural Science Foundation of China [NSFC 21472159, 21272197]
- Hong Kong Research Grants Council General Research Fund [17306714, 17303815, 17301817]
- Basic Research Program-Shenzhen Fund [JCYJ20170412140251576, JCYJ20150629151046879]
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We developed an efficient synthesis of biaryls by a dirhodium(II)-catalyzed aromatic C-H arylation with diazo quinones. The new biaryl synthesis can be performed under mild and neutral conditions and without directing group chelation assistance. The reaction tolerates various functionalities and is applicable to a broad range of aromatics. The regioselectivity of the C-H arylation was often high and predictable. The synthetic utility of the method was demonstrated by the late-stage modifications of a series of pharmaceuticals and functional materials as well as a short synthesis of a transthyretin amyloid inhibitor.
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