Guo, Rui; Xiao, Haijing; Li, Sijia; Luo, Yixin; Bai, Jiahui; Zhang, Mengzhen; Guo, Yinlong; Qi, Xiaotian; Zhang, Guozhu published the artcile< Photoinduced Copper-Catalyzed Asymmetric C(sp3)-H Alkynylation of Cyclic Amines by Intramolecular 1,5-Hydrogen Atom Transfer>, Reference of 94087-40-8, the main research area is cyclic amine photoinduced copper alkynylation alkyne hydrogen atom transfer; Amines; Asymmetric Synthesis; Copper Catalysis; Hydrogen Atom Transfer; Photochemistry.
The development of a mild and general method for C(sp3)-H functionalization of cyclic amines has been an ongoing challenge. In this work, authors describe the copper-catalyzed enantioselective C(sp3)-H alkynylation of unactivated cyclic 2-iodo-benzamide under photo-irradiation by intramol. 1,5-hydrogen atom transfer (HAT). The employment of a new bisoxazoline diphenylamine ligand, in conjunction with 1,1′-bi-2-naphthol, which significantly improved the reduction potential of the copper complex, was the key to success of this chem. Mechanistic and computational studies supported that the new copper complex served the dual role as a photoredox and coupling catalyst, the reaction went through a radical process, and the intramol. 1,5-HAT process was involved in the rate-limiting step. Apart from the broad substrate scope including unprecedented benzocyclic amines, this method also showed excellent diastereoselectivity in 2-monosubstituted cyclic amines via substrate control.
Angewandte Chemie, International Edition published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Reference of 94087-40-8.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts