359804-14-1Relevant academic research and scientific papers
Direct Decarboxylative-Decarbonylative Alkylation of α-Oxo Acids with Electrophilic Olefins via Visible-Light Photoredox Catalysis
Chen, Jian-Qiang,Chang, Rui,Wei, Yun-Long,Mo, Jia-Nan,Wang, Zhu-Yin,Xu, Peng-Fei
, p. 253 - 259 (2018)
The decarbonylation of primary, secondary, and tertiary alkyl-substituted acyl radicals has been investigated through photoredox catalysis. A series of quaternary carbons and γ-ketoesters have been directly constructed by the photoredox 1,4-conjugate addi
Photo-induced formation of cyclopropanols from α-ketoamides via γ-C-H bond activation
Ota, Eisuke,Mikame, Yu,Hirai, Go,Koshino, Hiroyuki,Nishiyama, Shigeru,Sodeoka, Mikiko
, p. 5991 - 5994 (2015)
A novel type of photocyclization of α-ketoamides was developed, affording unique cyclopropanols bearing amide functionality. N-tert-Butyl, N-trityl, or N-non-substituted α-ketoamides with a bulky substituent at the β-position of the amide functionality were efficiently converted to corresponding cyclopropanols through the activation of the γ-C-H bond followed by C-C bond formation between the α- and γ-positions of the amide. Hydrogen abstraction from the γ-position of the amide was considered to be the rate-determining step of cyclopropanol formation, based on the kinetic isotope effect. Cyclopropanols could be converted to two different types of functionalized α-ketoamides depending on the method of ring-opening.
