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Amine‐Catalyzed Direct Photoarylation of Unactivated Arenes
Author(s) -
Zheng Xingliang,
Yang Luo,
Du Weiyuan,
Ding Aishun,
Guo Hao
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201301371
Subject(s) - catalysis , chemistry , surface modification , aryl , amine gas treating , combinatorial chemistry , aromatic amine , electron transfer , transition metal , organic chemistry , alkyl
Abstract Constructing biaryls through direct aromatic CH functionalization of unactivated arenes has become a popular topic in organic chemistry. Many efficient methods have been developed. In this Communication, a direct arylation of unactivated arenes with a broad range of aryl iodides is reported. This reaction proceeds through a new type of amine‐catalyzed single electron transfer initiated radical coupling procedure to form biaryls in high yields under UV irradiation at room temperature. Only 20 mol% of TMEDA is used as the catalyst. No other additives are required for this transformation, thus avoiding the use of toxic transition metal catalysts, strong bases, or large amounts of other organic additives. This greener protocol provides a new strategy to achieve direct aromatic CH functionalization and offers a new example of cost‐effective and environmentally benign access to biaryls.