1604839-36-2Relevant academic research and scientific papers
Cobalt-Catalyzed Regioselective Carboamidation of Alkynes with Imides Enabled by Cleavage of C-N and C-C Bonds
Chen, Bing-Zhi,Chen, Qing-An,Hu, Yan-Cheng,Ji, Ding-Wei,Min, Xiang-Ting,Wan, Boshun,Zheng, Hao
, p. 3386 - 3391 (2020/04/20)
Through the oxidative addition of cobalt into the N-C(O) bond of phthalimide and the subsequent decarbonylation, we describe an efficient cobalt-catalyzed intermolecular decarbonylative carboamidation of alkynes. High regioselectivities have been achieved for unsymmetrical alkynes (including aryl-alkyl or aryl-aryl) to deliver polysubstituted isoquinolones. To facilitate step economy, a three-component decarbonylative carboamidation of alkynes with phthalic anhydrides and amines has been demonstrated using the current cobalt catalysis.
Chemodivergent Nickel(0)-Catalyzed Arene C-F Activation with Alkynes: Unprecedented C-F/C-H Double Insertion
Capdevila, Lorena,Meyer, Tjark H.,Roldán-Gómez, Steven,Luis, Josep M.,Ackermann, Lutz,Ribas, Xavi
, p. 11074 - 11081 (2019/11/16)
Nickel-catalyzed C-F activations enabled chemodivergent C-C formation with alkynes by chelation assistance. The judicious choice of the alkyne electronic properties allowed the selective synthesis of double-insertion aromatic homologation or alkyne monoannulation products by C-F/C-H activation. On the basis of the unambiguous crystallographic characterization of an unprecedented nine-membered nickelacyclic intermediate and extensive DFT studies, a plausible mechanistic rationale was established for the selective C-F activation and the chemodivergent catalysis.
Ruthenium-catalyzed synthesis of isoquinolones with 8-aminoquinoline as a bidentate directing group in C-H functionalization
Allu, Srinivasarao,Swamy, K. C. Kumara
, p. 3963 - 3972 (2014/05/20)
Ruthenium-catalyzed oxidative annulation of N-quinolin-8-yl-benzamides with alkynes in open air has been achieved using 8-aminoquinolinyl moiety as a bidentate directing group in the presence of Cu(OAc)2·H 2O as an oxidant. This reaction offers a broad substrate scope, and both symmetrical and unsymmetrical alkynes can be applied. High regioselectivity was achieved in the case of unsymmetrical (aryl)alkynes. Reaction with heteroaryl amides was also successful in this catalytic process. A ruthenium-N-quinolin-8-yl-benzamide complex was isolated in the absence of alkyne; in the absence of both N-quinolin-8-yl-benzamide and alkyne, in contrast to literature, only the monoacetate complex RuCl(OAc)(p-cymene), but not the bis-acetate complex Ru(OAc)2(p-cymene), was isolated. These data suggest that this reaction may proceed via N,N-bidentate chelate complex. Key products were characterized by X-ray crystallography.
