1021397-35-2Relevant academic research and scientific papers
Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a Chan-Lam-Evans N-arylation and C-H activation/C-N bond forming process
Li, Jihui,Bénard, Sébastien,Neuville, Luc,Zhu, Jieping
supporting information, p. 5980 - 5983 (2013/02/23)
Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc) 2 and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct C-H bond functionalization, catalyzed by the same catalytic system but under oxygen at 120 C, afforded benzimidazoles 3 in good to excellent yields.
C-H functionalization/C-N bond formation: Copper-catalyzed synthesis of benzimidazoles from amidines
Brasche, Gordon,Buchwald, Stephen L.
, p. 1932 - 1934 (2008/12/22)
(Chemical Equation Presented) Copper closes the ring: Benzimidazoles are synthesized from amidines through a copper-catalyzed C-H functionalization/ C-N bond-forming process. The method tolerates a broad range of functional groups and provides the benzimidazoles in up to 89% yield. Best results are obtained by using 15 mol% Cu(OAc)2, 2-5 equivalents of HOAc as additive, and oxygen as the stoichiometric reoxidant (see scheme).
