Document Detail


Triazole-Assisted Ruthenium-Catalyzed CH Arylation of Aromatic Amides.
MedLine Citation:
PMID:  24957002     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Site-selective ruthenium(II)-catalyzed direct arylation of amides was achieved through CH cleavages with modular auxiliaries, derived from easily accessible 1,2,3-triazoles. The triazolyldimethylmethyl (TAM) bidentate directing group was prepared in a highly modular fashion through copper(I)-catalyzed 1,3-dipolar cycloaddition and allowed for ruthenium-catalyzed CH arylations on arenes and heteroarenes, as well as alkenes, by using easy-to-handle aryl bromides as the arylating reagents. The triazole-assisted CH activation strategy was found to be widely applicable, to occur under mild reaction conditions, and the catalytic system was tolerant of important electrophilic functionalities. Notably, the flexible triazole-based auxiliary proved to be a more potent directing group for the optimized ruthenium(II)-catalyzed direct arylations, compared with pyridyl-substituted amides or substrates derived from 8-aminoquinoline.
Authors:
Hamad H Al Mamari; Emelyne Diers; Lutz Ackermann
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2014-6-24
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  -     ISSN:  1521-3765     ISO Abbreviation:  Chemistry     Publication Date:  2014 Jun 
Date Detail:
Created Date:  2014-6-24     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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