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Rh I ‐Catalyzed Site‐Selective Decarbonylative Alkenylation and Arylation of Quinolones under Chelation Assistance
Author(s) -
Kwon Soonhyung,
Kang Dahye,
Hong Sungwoo
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500187
Subject(s) - chemistry , catalysis , surface modification , chelation , aryl , nitrogen atom , combinatorial chemistry , quinolone , medicinal chemistry , organic chemistry , group (periodic table) , antibiotics , biochemistry , alkyl
An efficient catalytic system for the C‐2 selective C–H functionalization of 4‐quinolones was developed by using a decarbonylative coupling strategy. The installation of an N ‐pyrimidyl group on the quinolone nitrogen atom redirected the coordination between the catalyst and the carbonyl group to promote direct C–H functionalization at the 2‐position of 4‐quinolones. In addition, the present protocol was successfully applied to the C‐3 selective installation of a variety of aryl and vinyl groups on an isoquinolone scaffold.