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Rh II ‐Catalyzed Intermolecular C−H Arylation of Aromatics with Diazo Quinones
Author(s) -
Wu Kai,
Cao Bei,
Zhou CongYing,
Che ChiMing
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201800648
Subject(s) - diazo , chemistry , regioselectivity , catalysis , intermolecular force , chelation , combinatorial chemistry , functional group , medicinal chemistry , organic chemistry , molecule , polymer
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.