1613145-97-3Relevant academic research and scientific papers
C-N and C-O Bond Formation in Copper-Catalyzed/Mediated sp3C-H Activation: Mechanistic Studies from Experimental and Computational Aspects
Yang, Yuhang,Cao, Fei,Yao, Linbin,Shi, Tao,Tang, Bencan,Kuninobu, Yoichiro,Wang, Zhen
, p. 9713 - 9726 (2020)
Mechanistic studies on Cu-catalyzed/mediated sp3 C-H amidation and acetoxylation are investigated from experimental and computational aspects. The concerted metalation-deprotonation (CMD) mechanism rather than a radical-involved pathway is proved to occur in amidation and acetoxylation reactions, and this is the rare example of the CMD mechanism involved in the more challenging sp3 C-H activations. Theoretical calculations demonstrated that CMD is the rate-determining step either for methylic or benzylic positions in amidation and acetoxylation reactions, and intermolecular nucleophilic addition of acetate anions is more favorable than the ring opening of β-lactams and intramolecular acetoxylation. These mechanistic studies on the divergent and condition-dependent product formation are critical for developing Cu-promoted C-H functionalization via the CMD mechanism.
Copper-catalyzed intramolecular C(sp3)-H and C(sp2)-H amidation by oxidative cyclization
Wang, Zhen,Ni, Jizhi,Kuninobu, Yoichiro,Kanai, Motomu
, p. 3496 - 3499 (2014/04/03)
The first copper-catalyzed intramolecular C(sp3)-H and C(sp 2)-H oxidative amidation has been developed. Using a Cu(OAc) 2 catalyst and an Ag2CO3 oxidant in dichloroethane solvent, C(sp3)-H
