4144-62-1Relevant articles and documents
Azolium/Hydroquinone Organo-Radical Co-Catalysis: Aerobic C?C-Bond Cleavage in Ketones
Nakatsuji, Yuya,Kobayashi, Yusuke,Masuda, Sakyo,Takemoto, Yoshiji
supporting information, p. 2633 - 2637 (2021/02/03)
Organo-radical catalysts have recently attracted great interest, and the development of this field can be expected to broaden the applications of organocatalysis. Herein, the first example of a radical-generating system is reported that does not require any photoirradiation, radical initiators, or preactivated substrates. The oxidative C?C-bond cleavage of 2-substituted cyclohexanones was achieved using an azolium salt and a hydroquinone as co-catalysts. A catalytic mechanism was proposed based on the results of diffusion-ordered spectroscopy and cyclic voltammetry measurements, as well as computational studies.
Selective C-C Bond Cleavage of Cycloalkanones by NaNO2/HCl
He, Tianyu,Chen, Dengfeng,Qian, Shencheng,Zheng, Yu,Huang, Shenlin
supporting information, p. 6525 - 6529 (2021/09/02)
A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C-C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.
Metal-Free, Visible-Light-Induced Selective C?C Bond Cleavage of Cycloalkanones with Molecular Oxygen
Xin, Hong,Duan, Xin-Hua,Liu, Le,Guo, Li-Na
supporting information, p. 11690 - 11694 (2020/08/21)
A metal-free, visible-light-induced oxidative C?C bond cleavage of cycloketones with molecular oxygen is described. Cooperative Br?nsted-acid catalysis and photocatalysis enabled selective C?C bond cleavage of cycloketones to generate an array of γ-, δ- and ?-keto esters under very mild conditions. Mechanistic studies indicate that singlet molecular oxygen (1O2) is responsible for this transformation.
