55917-02-7Relevant academic research and scientific papers
Cine-Silylative Ring-Opening of α-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage
Zhang, Jianbo,Chang, Sukbok
supporting information, p. 12585 - 12590 (2020/08/21)
Described herein is the development of a borane-catalyzed cine-silylative ring-opening of α-methyl azacycles. This transformation involves four-step cascade processes: (i) exo-dehydrogenation of alicyclic amine, (ii) hydrosilylation of the resultant enamine, (iii) silylium-induced cis-β-amino elimination to open the ring skeleton, and (iv) hydrosilylation of the terminal olefin. The present borane catalysis also works efficiently for the C-N bond cleavage of acyclic tertiary amines. On the basis of experimental and computational studies, the silicon atom was elucidated to play a pivotal role in the β-amino elimination step.
A novel synthetic route of fused tricyclic framework quinoline derivatives from readily available aliphatic amino carboxylic acid substrates
Mohammed, Shireen
, p. 611 - 617 (2019/06/07)
A novel and an efficient strategy of fused tricyclic quinoline heterocycle compounds from aliphatic amino carboxylic acid substrates was studied. The protocol here is proceed over main reaction processes including: cyclization, protection, amidine formation, further cyclization and finally coupling with boronic acid substrate through Suzuki reaction. These reactions afforded the corresponding products in high yields. Furthermore, all synthesized compounds were identified by spectral data.
Amide α,β-Dehydrogenation Using Allyl-Palladium Catalysis and a Hindered Monodentate Anilide
Chen, Yifeng,Turlik, Aneta,Newhouse, Timothy R.
supporting information, p. 1166 - 1169 (2016/02/18)
A practical and direct method for the α,β-dehydrogenation of amides is reported using allyl-palladium catalysis. Critical to the success of this process was the synthesis and application of a novel lithium N-cyclohexyl anilide (LiCyan). The reaction conditions tolerate a wide variety of substrates, including those with acidic heteroatom nucleophiles.
OXIDATION OF ORGANIC NITROGEN COMPOUNDS BY MEANS OF RUTHENIUM TETROXIDE: SELECTIVE PREPARATION OF N-SUBSTITUTED LACTAMS
Tangari, Nicola,Giovine, Maria,Morlacchi, Flaviano,Vetuschi, Claudio
, p. 325 - 328 (2007/10/02)
1-Formyl-, 1-acetyl-, and 1-benzoyl-perhydro-azepines and -azocines are oxidized by RuO4 to the corresponding N-acyllactams; the 1-benzyl analogues also undergo major endocyclic oxidation to 1-benzyllactams.
