28153-25-5Relevant academic research and scientific papers
Triazine-Substituted and Acyl Hydrazones: Experiment and Computation Reveal a Stability Inversion at Low pH
Ji, Kun,Lee, Changsuk,Janesko, Benjamin G.,Simanek, Eric E.
, p. 2924 - 2927 (2015)
Condensation of a hydrazine-substituted s-triazine with an aldehyde or ketone yields an equivalent to the widely used, acid-labile acyl hydrazone. Hydrolysis of these hydrazones using a formaldehyde trap as monitored using HPLC reveals that triazine-subst
Synthesis of Isoquinoline Derivatives via Palladium-Catalyzed C?H/C?N Bond Activation of N-Acyl Hydrazones with α-Substituted Vinyl Azides
Jiang, Huanfeng,Nie, Biao,Ren, Qingyun,Wu, Wanqing,Zeng, Wei,Zhang, Ji,Zhang, Yingjun
supporting information, (2020/02/25)
A palladium-catalyzed cyclization of N-acetyl hydrazones with vinyl azides has been developed. Various substituted isoquinolines, including diverse fused isoquinolines can be prepared via this protocol in moderate to good yields. Mechanistic studies suggest that α-substituted vinyl azide serves as an internal nitrogen source. Also, C?H bond activation and C?N bond cleavage have been realized using hydrazone as directing group. (Figure presented.).
Palladium-Catalyzed Carbonylative Synthesis of 3-Methyleneisoindolin-1-ones from Ketimines with Hexacarbonylmolybdenum(0) as the Carbon Monoxide Source
Wang, Zechao,Zhu, Fengxiang,Li, Yahui,Wu, Xiao-Feng
, p. 94 - 98 (2017/01/17)
An interesting procedure for the palladium-catalyzed carbonylative synthesis of 3-methyleneisoindolin-1-ones from ketimines was established. By using Mo(CO)6 (0.3 equiv.) as the solid CO source and through C(sp2)?H bond activation, t
Synthesis of N-Acyl Triazolyl-Pyrazolines via Acylation Initiated by the Hydrazone Moiety with Carboxylic Acids
Sivasubramaniyan, Archana,Murugan, Dinesh,Raja, Ranganathan,Murugan, Sathishkumar,Poovan, Shanmugavelan,Alagusundaram, Ponnuswamy
, p. 2748 - 2763 (2015/12/18)
An efficient synthesis of N-acyl/N-substituted acyl pyrazolines and their triazole hybrids have been accomplished via acylation of pyrazolines and pyrazoline-triazole hybrids with carboxylic acids and/or substituted carboxylic acids in the absence of activating agents/catalysts. In the present study, a mechanism envisaging the in situ generation of a new transient acylating intermediate has been proposed to explain the acylation.
Anticonvulsant properties of various acetylhydrazones, oxamoylhydrazones and semicarbazones derived from aromatic and unsaturated carbonyl compounds
Dimmock, Jonathan R.,Vashishtha, Sarvesh C.,Stables, James P.
, p. 241 - 248 (2007/10/03)
Various acetylhydrazones, oxamoylhydrazones and semicarbazones were prepared as candidate anticonvulsants with a view to examining the viability of a putative binding site hypothesis. Atomic charge calculations were undertaken to determine the hydrogen bo
Catalytic asymmetric reductive amination of ketones via highly enantioselective hydrogenation of the C=N double bond
Burk, Mark J.,Martinez, Jose P.,Feaster, John E.,Cosford, Nick
, p. 4399 - 4428 (2007/10/02)
We describe a convenient, chemoselective asymmetric reductive amination procedure for the conversion of ketones to chiral hydrazines and amines. The key step in the three-step process is enantioselective DuPHOS-Rh-catalyzed hydrogenation of the C=N double bond of N-acylhydrazones. Detailed optimization studies revealed the effect of solvent, temperature, and the N- acyl group on the enantioselectivity and catalytic efficiency of the reaction. The reduction products, N-acylhydrazines, were converted to hydrazines or amines through hydrolysis or treatment with samarium(II) iodide, respectively.
Reaction of Substituted Hydrazones with Thionyl Chloride and Sulfuryl Chloride
Meier, Herbert,Trickes, Georg,Laping, Elisabeth,Merkle, Ursula
, p. 183 - 192 (2007/10/02)
Treatment of acetylhydrazones 2, ethoxycarbonylhydrazones 3, p-tolylsulfonylhydrazones 4 or semicarbazones 5 with thionyl chloride leads to the 1,2,3-thiadiazoles 6a-o.Sulfuryl chloride on the other hand accomplishes the transfer of chlorine without incorporating a sulfur atom.The new synthesized 1,2,3-thiadiazoles 6g-o are characterized in detail by spectroscopic methods.
