100239-11-0Relevant academic research and scientific papers
Stereoselectivity in the Condensation Reactions between Malate Enolate and Imines to 2-Pyrrolidinone Derivatives
Ha, Deok-Chan,Yun, Kyeong-Soon,Park, Hye-Sang,Choung, Won-Keun,Kwon, Young-Eun
, p. 8445 - 8448 (1995)
Enolate dianion of diethyl (S)-malate was stereoselectively condensed with nonenolizable N-arylimines to give 2-pyrrolidinone derivatives.The presence of HMPA changes the diastereoselectivity of this cyclization reaction.
Iodine(III)-mediated C-H alkoxylation of aniline derivatives with alcohols under metal-free conditions
Jiang, Qing,Wang, Jing-Yu,Guo, Cancheng
, p. 8768 - 8773 (2014)
The development of a novel intermolecular oxidative C-H alkoxylation of aniline derivatives is described under metalfree conditions with high reaction rates at ambient temperature. In the presence of an I(III) oxidant, a range of aldehydes, anilines, and alcohol substrates undergo three-component coupling to produce synthetically useful alkoxyl-substituted N-arylimines. The preliminary mechanism investigations revealed that the transformation proceeds via imines as intermediates.
Optically active aminoalcohol promoted addition of 2-pyridylthioester boron enolates to imines: Enantioselective one-pot synthesis of β-lactams
Annunziata, Rita,Benaglia, Maurizio,Cinquini, Mauro,Cozzi, Franco,Molteni, Valentina,Raimondi, Laura
, p. 8941 - 8952 (1995)
The enolates derived from 2-pyridylthioesters by treatment with BCl3·Me2S and enantiomerically pure aminoalcohols react with aromatic and heteroaromatic imines to afford β-lactams in a convenient one-pot procedure and in up to 78% e.
Efficient ruthenium catalyzed transfer hydrogenation of functionalized imines by isopropanol under controlled microwave heating
Samec, Joseph S.M.,Mony, Laetitia,Baeckvall, Jan-E.
, p. 909 - 916 (2005)
Transfer hydrogenation of various functionalized imines by isopropanol catalyzed by [Ru(CO)2(Ph4C4CO)]2 (3) has been studied. The use of either an oil bath or controlled microwave heating in toluene led to an ef
Cationic allyl nickel complexes containing N,O-donor labile ligands: Synthesis and molecular characterisation
Belkhiria, Marwa,Mechria, Ali,Cruz, Tiago F.C.,Gomes, Clara S.B.,Msaddek, Moncef,Gomes, Pedro T.
, p. 260 - 265 (2019)
Three 2-iminofuran ligands 2-(N-2,6-diisopropylphenylformimino)furan (L1), 2-(N-2,6-dimethylphenylformimino)furan (L2) and 2-(N-4-methoxyphenylformimino)furan (L3) were obtained by condensation reactions of the respective anilines with furfural. The ηsup
Tetrahydroquinolines and benzazepines through catalytic diastereoselective formal [4 + 2]-cycloaddition reactions between donor-acceptor cyclopropenes and imines
Truong, Phong M.,Mandler, Michael D.,Zavalij, Peter Y.,Doyle, Michael P.
, p. 3278 - 3281 (2013)
Regio- and diastereoselective Lewis acid catalyzed cycloaddition reactions between imines and donor-acceptor cyclopropenes generated from silyl-protected enoldiazoacetates provide direct access to stable cyclopropane-fused tetrahydroquinolines and, with cyclopropane ring opening under mild conditions, to 1H-benzazipine derivatives.
An efficient three-component synthesis of homoallylic amines catalysed by MgI2 etherate
Wang, Yanping,Liu, Yingshuai,Hu, Shenghui,Zhang, Xingxian
, p. 21 - 24 (2012)
A three-component reaction of aldehydes, amines and allyltributylstannane was efficiently carried out to afford the corresponding homoallylic amine derivatives in the presence of 20 mol% of MgI2 etherate [(MgI 2?(OEt2)n] under mild and neutral reaction conditions in good to excellent yields.
Synthesis and cytotoxic activity of certain trisubstituted azetidin-2-one derivatives as a cis-restricted combretastatin A-4 analogues
Elmeligie, Salwa,Taher, Azza. T.,Khalil, Nadia A.,El-said, Ahmed H.
, p. 13 - 24 (2017)
Novel series of 1,3,4-trisubstituted azetidin-2-one derivatives 8a–p were synthesized and proposed as cytotoxic agents acting via inhibition of tubulin at the colchicine binding site. The design of the target compounds was based upon modification in the s
Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator
Guemundsson, Arnar,Manna, Srimanta,B?ckvall, Jan-E.
, p. 11819 - 11823 (2021)
Herein we report the first FeII-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.
Efficient ruthenium-catalyzed aerobic oxidation of amines by using a biomimetic coupled catalytic system
Samec, Joseph S. M.,Ell, Alida H.,Baeckvall, Jan-E.
, p. 2327 - 2334 (2005)
Efficient aerobic oxidation of amines was developed by the use of a biomimetic coupled catalytic system involving a ruthenium-induced dehydrogenation. The principle for this aerobic oxidation is that the electron transfer from the amine to molecular oxygen occurs stepwise via coupled redox systems and this leads to a low-energy electron transfer. A substrate-selective ruthenium catalyst dehydrogenates the amine and the hydrogen atoms abstracted are transported to an electron-rich quinone (2a). The hydroquinone thus formed is subsequently reoxidized by air with the aid of an oxygen-activating [Co(salen)]-type complex (27). The reaction can be used for the preparation of ketimines and aldimines in good to high yields from the appropriate corresponding amines. The reaction proceeds with high selectivity, and the catalytic system tolerates air without being deactivated. The rate of the dehydrogenation was studied by using quinone 2a as the terminal oxidant. A catalytic cycle in which the amine promotes the dissociation of the dimeric catalyst 1 is presented.
