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Copper(I)‐Catalyzed Intramolecular Direct C‐Arylation of Azoles with Aryl Bromides
Author(s) -
Huang Yuan,
Chen Wei,
Zhao Dan,
Chen Chen,
Yin Huiqing,
Zheng Likang,
Jin Ming,
Han Shiqing
Publication year - 2013
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201300399
Subject(s) - chemistry , intramolecular force , aryl , catalysis , medicinal chemistry , xylene , isoindole , copper , phenanthroline , ligand (biochemistry) , combinatorial chemistry , organic chemistry , toluene , alkyl , receptor , biochemistry
Abstract A concise route to access 5 H ‐imidazo[2,1‐ a ]isoindole heterofused compounds by copper(I)‐catalyzed intramolecular coupling of non‐activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10‐phenanthroline as ligand, and K 3 PO 4 as base, the reactions of 1‐(2‐bromobenzyl)‐1 H ‐imidazoles in DMF/ o ‐xylene (1:1, V : V ) at 145°C afford the corresponding substituted 5 H ‐imidazo[2,1‐ a ]isoindoles in high yields via intramolecular C‐arylation.