title: Triazole-assisted ruthenium-catalyzed C-H arylation of aromatic amides.
abstract: 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: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstrasse 2, 37077 Göttingen (Germany), Fax: (+49) 551-39-6777.
authors: Hamad H
authors: HH
authors: Al Mamari
authors: Emelyne
authors: E
authors: Diers
authors: Lutz
authors: L
authors: Ackermann
keywords: CH activation; amides; aryl halides; catalysis; ruthenium; triazoles