5665-83-8Relevant academic research and scientific papers
Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis
Baik, Mu-Hyun,Choi, Seulhui,Hong, Soon Hyeok,Lee, Geun Seok,Won, Joonghee
, p. 16933 - 16942 (2020/08/03)
The utilizations of omnipresent, thermodynamically stable amides and aliphatic C(sp3)?H bonds for various functionalizations are ongoing challenges in catalysis. In particular, the direct coupling between the two functional groups has not been realized. Here, we report the synergistic activation of the two challenging bonds, the amide C?N and unactivated aliphatic C(sp3)?H, via metallaphotoredox catalysis to directly acylate aliphatic C?H bonds utilizing amides as stable and readily accessible acyl surrogates. N-acylsuccinimides served as efficient acyl reagents for the streamlined synthesis of synthetically useful ketones from simple C(sp3)?H substrates. Detailed mechanistic investigations using both computational and experimental mechanistic studies were performed to construct a detailed and complete catalytic cycle. The origin of the superior reactivity of the N-acylsuccinimides over other more reactive acyl sources such as acyl chlorides was found to be an uncommon reaction pathway which commences with C?H activation prior to oxidative addition of the acyl substrate.
Comparative inhibition of tetrameric carbonyl reductase activity in pig heart cytosol by alkyl 4-pyridyl ketones
Shimada, Hideaki,Tanigawa, Takahiro,Matayoshi, Kazunori,Katakura, Kazufumi,Babazono, Ken,Takayama, Hiroyuki,Murahashi, Tsuyoshi,Akita, Hiroyuki,Higuchi, Toshiyuki,Eto, Masashi,Imamura, Yorishige
, p. 397 - 400 (2014/06/09)
Context and objective: The present study is to elucidate the comparative inhibition of tetrameric carbonyl reductase (TCBR) activity by alkyl 4-pyridyl ketones, and to characterize its substrate-binding domain. Materials and methods: The inhibitory effect
NOVEL SYNTHESIS OF INTERNAL ALKENYLDIALKYLBORANE BY THE REACTION OF 1-HALO-1-ALKENYLDIALKYLBORANE WITH GRIGNARD REAGENT.
Arase,Hoshi,Masuda
, p. 209 - 213 (2007/10/02)
To synthesize internal alkenyldialkylboranes, coupling reactions were carried out by using 1-halo-1-alkenyldialkylboranes and Grignard reagents. Hydrogen peroxide oxidation and protonolysis with acetic acid of the reaction product revealed that internal (E)-alkenyldialkylborane was formed in 60-90% yield.
Synthesis of Ketones and Tertiary Alcohols from Trialkylboranes. Use of Lithium Tris(phenylthio)methanide
Pelter, Andrew,Rao, J. Madhusudhana
, p. 1149 - 1150 (2007/10/02)
The interaction of lithium tris(phenylthio)methanide with trialkylboranes followed by oxidation allows the production of ketones or tertiary alcohols in good yields under mild conditions.
