5666-18-2Relevant academic research and scientific papers
Cascade reaction of propargylic alcohols with hydroxylamine hydrochloride: facile synthesis of α,β-unsaturated oximes and nitriles
Zhang, Qi,Zhang, Linjing,Tang, Chaojun,Luo, Huan,Cai, Xuediao,Chai, Yonghai
, p. 6935 - 6942 (2016/10/14)
We have developed an easy and practical method for the synthesis of α,β-unsaturated oximes and nitriles from readily available propargylic alcohols with hydroxylamine hydrochloride (NH2OH·HCl) under metal-free conditions. By using or not using p-toluenesulfonyl chloride (p-TsCl) as the dehydrating promoter, the desired nitriles or oximes could be obtained, respectively via a three-step one-pot or two-step one-pot process in moderate to excellent yields with good functional group compatibility.
Regioselective and stereospecific cross-coupling of primary allylic amines with boronic acids and boronates through palladium-catalyzed C-N bond cleavage
Li, Man-Bo,Wang, Yong,Tian, Shi-Kai
, p. 2968 - 2971 (2012/04/18)
The NH2 group serves as an effective leaving group in the palladium-catalyzed regioselective and stereospecific title reaction (see scheme). The reaction works well with aryl- and alkenylboronic acids and aryl-, alkenyl-, allyl-, and benzylboronates, and complete transfer of chirality has been achieved when using α-chiral primary allylic amines as the allylic electrophiles. Copyright
A catalytic asymmetric chlorocyclization of unsaturated amides
Jaganathan, Arvind,Garzan, Atefeh,Whitehead, Daniel C.,Staples, Richard J.,Borhan, Babak
supporting information; experimental part, p. 2593 - 2596 (2011/05/02)
The asymmetric chlorocyclization of unsaturated amides catalyzed by (DHQD)2PHAL yields oxazoline and dihydrooxazine derivatives (see scheme). The reaction is operationally simple and employs 1-2 mol % of the commercially available (DHQD)2PHAL (hydroquinidine 1,4-phthalazinediyl diether) catalyst. Different substitution patterns of the olefin as well as aromatic and aliphatic olefin substituents are well tolerated. DCDPH=N,N-dichloro-5,5-diphenylhydantoin. Copyright
DERIVATlVES OF UREA AND RELATED DIAMINES, METHODS FOR THEIR MANUFACTURE AND USES THEREFOR
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Page/Page column 44, (2009/03/07)
The present invention relates generally to compounds represented in Formula I, pharmaceutical compositions comprising them and methods of treating of diseases or disorders related to the function of the calcium sensing receptor. The invention also relates to processes for making such compounds and to intermediates useful in these processes
Design and synthesis of N-(3,3-diphenylpropenyl)alkanamides as a novel class of high-affinity MT2-selective melatonin receptor ligands
Bedini, Annalida,Spadoni, Gilberto,Gatti, Giuseppe,Lucarini, Simone,Tarzia, Giorgio,Rivara, Silvia,Lorenzi, Simone,Lodola, Alessio,Mor, Marco,Lucini, Valeria,Pannacci, Marilou,Scaglione, Francesco
, p. 7393 - 7403 (2007/10/03)
A novel series of melatonin receptor ligands was discovered by opening the cyclic scaffolds of known classes of high affinity melatonin receptor antagonists, while retaining the pharmacophore elements postulated by previously described 3D-QSAR and recepto
1-Aza-1,3-bis(triphenylphosphoranylidene)propane: A Novel =CHCH2N= Synthon
Katritzky, Alan R.,Jiang, Jinlong,Steel, Peter J.
, p. 4551 - 4555 (2007/10/02)
1-Aza-1,3-bis(triphenylphosphoranylidene)propane (3), prepared in situ by the reaction of 1-methyl>benzotriazole (betmip, 4) with methylidenetriphenylphosphorane followed by treatment with butyllithium, enables convenient preparations of 3H-2-benzazepine (7), 2,3-diarylpyrroles 8, and primary allylamines 12 and 13.
Hybrid Cholecystokinin-A Antagonists Based on Molecular Modelling of Lorglumide and L-364,718
Bent, Arie van der,Blommaert, Armand G. S.,Melman, Caroline T. M.,IJzerman, Adriaan P.,Wijngaarden, Ineke van,Soudijn, Willem
, p. 1042 - 1049 (2007/10/02)
A series of novel nonpeptide cholecystokinin-A (CCK-A) antagonists have been synthesized.Designed on the basis of the structural homology between lorgumide and L-364,718, as investigated with molecular modeling, these compounds constitute a link between the N-acylglutamic acid and 3-amino-5-phenyl-1,4-benzodiazepin-2-one derived antagonists.The prepared compounds were tested in vitro as antagonists of the binding of -(+/-)-L-364,718 and -CCK-8(S) to rat pancreas and guinea pig brain membranes, respectively.All compounds proved to be selective for the(peripheral) CCK-A receptor, the most potent analogue, 6, having a Ki value of 90 nM.The structure-activity profile of the series of hybrid compounds relates closest to that of the N-acylglutamic acid derived antagonists.
Electrocyclic Aromatic Substitution by Nitrile Ylides to give 3H-2-Benzazepines: Substituent Effects and Mechanism
Groundwater, Paul W.,Sharp, John T.
, p. 7951 - 7964 (2007/10/02)
Benzonitrile 3,3-diarylallyl nitrile ylides (16), generated by the base-induced dehydrochlorination of imidoyl chlorides, cyclised by 1,7-ring closure to give 3H-2-benzazepines e.g. (19), in contrast to analogous diazo-compounds (1) which prefer 1,5-elect
