27159-32-6Relevant articles and documents
Microwave-Assisted CuCl-Catalyzed Three-Component Reactions of Alkynes, Aldehydes, and Amino Alcohols
Chen, Ning,Li, Xiang,Xu, Jiaxi
supporting information, p. 3336 - 3344 (2019/08/28)
A microwave (MW)-assisted three-component coupling of amino alcohols, aldehydes, and alkynes is developed under catalysis by CuCl. Compared with thermal conditions, MW irradiation greatly increases the reaction efficiency. The reactions of various primary N -alkyl/arylamino alcohols, aliphatic/aromatic aldehydes, and alkynes are systematically investigated, affording the desired products in moderate to good yields. Notably, acetylene is also an effective reactant under the current MW-assisted conditions.
QUINOLINE DERIVATIVES AS SMO INHIBITORS
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, (2017/02/28)
Disclosed are quinoline derivatives as hedgehog pathway inhibitors, especially as SMO inhibitors. Compounds of the present invention can be used in treating diseases relating to hedgehog pathway including cancer.
Ruthenium-Catalyzed Amination of Secondary Alcohols Using Borrowing Hydrogen Methodology
Marichev, Kostiantyn O.,Takacs, James M.
, p. 2205 - 2210 (2016/04/26)
A new ruthenium complex catalyzes the amination of primary and secondary alcohols and the regioselective mono- and sequential diamination of diols via the borrowing hydrogen pathway. Several variations on new intra- and intermolecular cyclizations of aminoalcohols, diols, and diamines lead to heterocyclic ring systems.
Syntheses of five- and seven-membered ring sultam derivatives by Michael addition and Baylis-Hillman reactions
Tong, Kun,Tu, Jinchang,Qi, Xueyong,Wang, Min,Wang, Yanjie,Fu, Haizhen,Pittman Jr., Charles U.,Zhou, Aihua
supporting information, p. 2369 - 2375 (2013/03/29)
Five- and seven-membered sultam derivatives were conveniently synthesized via intra- or intermolecular Michael additions and an improved vinyl sulfonamide Baylis-Hillman reaction. Two different cyclization pathways were explored for the oxa-Michael reaction. A good solvent was discovered for an otherwise sluggish ketone-type Baylis-Hillman reaction in which vinyl sulfonamide ketones were used as the precursors. Furthermore, a strong base caused vinyl sulfonamide ketones to undergo 5-endo-trig intramolecular cyclizations, which are disfavored according to Baldwin's rule. Finally Baylis-Hillman reaction products were used as scaffolds for diversity-oriented sultam syntheses.
Regioselective ring opening in epoxides under the action of amines in water medium
Talybov,Abbasov,Mamedbeili,Kochetkov
experimental part, p. 1819 - 1824 (2011/02/24)
Amino(bis-amino)derivatives of 2-propanol were synthesized by ring opening in epoxides under the action of amines in water medium using environmentally safe methods. The structure of the compounds obtained was established by elemental analysis and the IR, 1H and 13C NMR spectroscopy. It was found that these substances are effective bactericides. They suppress the growth of the sulfate-reducing bacteria and exhibit high anticorrosive properties.
SUBSTITUTED PIPERAZINES AS CB1 ANTAGONISTS
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Page/Page column 148-149, (2010/11/08)
Compounds of Formula (I): Chemical formula should be inserted here as it appears on the abstract in paper form. or pharmaceutically acceptable salts, solvates, or esters thereof, are useful in treating diseases or conditions mediated by CB1 receptors, such as metabolic syndrome and obesity, neuroinflammatory disorders, cognitive disorders and psychosis, addiction (e.g., smoking cessation), gastrointestinal disorders, and cardiovascular conditions.
Calcium trifluoromethanesulfonate-catalysed aminolysis of epoxides
Cepanec, Ivica,Litvi?, Mladen,Mikulda?, Hrvoje,Bartolin?i?, Anamarija,Vinkovi?, Vladimir
, p. 2435 - 2439 (2007/10/03)
Aminolysis of epoxides catalysed by calcium trifluoromethanesulfonate under mild reaction conditions is described. The novel method is very efficient in the synthesis of wide variety of β-amino alcohols with high regio- and stereoselectivity.
Efficient synthesis of substituted piperazinones via tandem reductive amination-cyclization
Dinsmore,Zartman
, p. 6309 - 6312 (2007/10/03)
A new strategy for the preparation of substituted piperazinones features a tandem reductive coupling and S(N)2-cyclization of a 2-chloro-N-(2-oxoalkyl)acetamide (1) and a primary amine (2). The method is convenient for diversity-oriented synthesis, since a wide variety of amines may be used in the ring-forming reaction to produce N-substituted piperazinones (3). (C) 2000 Published by Elsevier science Ltd.
Triazinines: Synthesis and proteolytic decomposition of a new class of cyclic triazenes
Schmidt,Schmidt, Brigitte F.,Snyder,Snyder, Emily J.,Carroll,Carroll, Robin M.,Farnsworth,Farnsworth, David W.,Michejda,Michejda, Christopher J.,Smith R.H.,Smith Jr., Richard H.
, p. 8660 - 8665 (2007/10/03)
The reaction of 1-azido-3-chloropropane with various Grignard reagents and subsequent treatment with anhydrous isopropylamine results in the formation of the corresponding azimine. If the initial magnesium-triazene complex if first hydrolyzed with Dowex resin and then concentrated, the resultant linear triazene begins self-catalyzed cyclization to form the six- membered-ring triazenes as the major product, with HCl as the byproduct. Addition of an amine, at reduced temperature, allows for the neutralization of the byproduct, HC1, which would otherwise react with the linear triazene and the cyclic six-membered-ring triazene to form hydrolysis products. We have assigned the trivial name of triazinines to this new class of cyclic triazenes. The hydrolytic decomposition of these compounds in mixed acetonitrile-aqueous buffers predominantly forms 3-(alkylamino)-1-propanol and lesser amounts of the rearranged alcohol 1-(alkylamino)-2-propanol and N- alkyl-2-propenamine. The rate of hydrolysis of 1-alkyltriazinines is approximately equal to that of the analogous 1,3,3-trialkyltriazenes, about three times slower than that of the analogous 1-alkyltriazolines, and varies in the order ethyl > butyl > 3,3-diethoxypropyl > benzyl. As was true for other triazenes, the mechanism of the decomposition was found to be specific acid-catalyzed (A1), involving rapid reversible protonation followed by rate- limiting formation of a 3-(alkylamino)propyldiazonium ion. The slopes of the log k(obs) versus pH plots were near -1.0 The solvent deuterium isotope effect, k(H)2O/k(D)2O, was in all cases 1.0 and ranges from 0.82 for 1- benzyltriazinine to 0.89 for 1-ethyltriazinine. The activation parameters of the proteolytic decomposition of a series, 1-ethyltriazinine, 1- ethyltriazoline, 1,3,3-triethyltriazene, and 1-ethyl-3-methyltriazene, had similar values for ΔH(+) (+9 → 12 kcal/mol) and ΔS(+) (+7 → 15 eu), respectively.
Selective O-benzylation of aminoalkanols
Hu,Cassady
, p. 907 - 913 (2007/10/02)
A simple and one-step method has been developed for selective O-benzylation of aminoalkanols. Study of steric effects shows the best selectivity in adjacent 1°-OH vs 2°-CHNH2 and decreased selectivity in 2°-OH vs 1°-CH2NH2 and non adjacent aminoalkanol.