title: Amidines for versatile ruthenium(II)-catalyzed oxidative C-H activations with internal alkynes and acrylates.
abstract: Cationic ruthenium complexes derived from KPF6 or AgOAc enabled efficient oxidative CH functionalizations on aryl and heteroaryl amidines. Thus, oxidative annulations of diversely decorated internal alkynes provided expedient access to 1-aminoisoquinolines, while catalyzed C-H activations with substituted acrylates gave rise to structurally novel 1-iminoisoindolines. The powerful ruthenium(II) catalysts displayed a remarkably high site-, regio- and, chemoselectivity. Therefore, the catalytic system proved tolerant of a variety of important electrophilic functional groups. Detailed mechanistic studies provided strong support for the cationic ruthenium(II) catalysts to operate by a facile, reversible C-H activation.
authors.affiliation: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstrasse 2, 37077 Göttingen (Germany), Fax: (+49) 551-39-6777.
authors.forename: Jie
authors.initials: J
authors.lastname: Li
authors.forename: Michael
authors.initials: M
authors.lastname: John
authors.forename: Lutz
authors.initials: L
authors.lastname: Ackermann
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D000578:Amidines / Q000737:chemistry*; D002384:Catalysis; D002412:Cations / Q000737:chemistry; D007546:Isoquinolines / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D012428:Ruthenium / Q000737:chemistry*
chemical_list: D000179:Acrylates; D000480:Alkynes; D000578:Amidines; D002412:Cations; D007546:Isoquinolines; D012428:Ruthenium; C041545:1-aminoisoquinoline
keywords: CH activation; alkenylation; alkynes; annulation; reaction mechanisms; ruthenium