36710-93-7Relevant academic research and scientific papers
Palladium-catalyzed synthesis of phthalazinones: Efficient carbonylative coupling of 2-bromobenzaldehydes and hydrazines
Wu, Xiao-Feng,Neumann, Helfried,Neumann, Stephan,Beller, Matthias
, p. 8596 - 8599 (2012)
Phthalazinones made easy! A new, straightforward methodology for the carbonylative synthesis of phthalazinones has been established. Starting from readily available 2-bromobenzaldehydes or 2-bromoacetophenone and hydrazines, a variety of phthalazinones have been produced in good isolated yields (see scheme). Copyright
Access to phthalazinones via palladium-catalyzed three-component cycloamino-carbonylation of 2-formylaryl tosylates, hydrazines and CO
Liu, Bin,Zhang, Chunlei,Zhou, Xigeng
, p. 8282 - 8286 (2016/12/02)
The palladium-catalyzed three-component cycloaminocarbonylation of 2-formylaryl tosylates with hydrazines and carbon monoxide has been established, which provides an efficient method for synthesis of substituted phthalazinones. In addition, by applying this protocol as the key step, Hydralazine can easily be synthesized in 65% yield.
Palladium-catalyzed phthalazinone synthesis using paraformaldehyde as carbon source
Wang, Huamin,Cai, Jinhui,Huang, Huawen,Deng, Guo-Jun
supporting information, p. 5324 - 5327 (2015/01/09)
A palladium-catalyzed one-pot synthesis of phthalazinones from 2-halomethyl benzoates, paraformaldehyde, and aryl hydrazines is described. Various substituted phthalazinones were selectively obtained in good yields using paraformaldehyde as the cheap carbon source (CH). (Chemical Equation Presented).
Convenient method for the synthesis of phthalazinones via carbonylation of 2-bromobenzaldehyde using Co2(CO)8 as a CO source
Suresh, A. Sivalingam,Baburajan, Poongavanam,Ahmed, Mansur
supporting information, p. 3482 - 3485 (2014/06/10)
A simple one-pot synthesis of phthalazinones by the condensation and intra-molecular carbonylative cyclization of 2-bromobenzaldehydes with hydrazines is reported. This method utilizes solid Co2(CO) 8 as carbonyl source making it rea
Microwave-promoted solid-acid-catalyzed one-pot synthesis of phthalazinones
Outerbridge, Verona M.,Landge, Shainaz M.,Tamaki, Hiroko,Toeroek, Bela
experimental part, p. 1801 - 1806 (2009/12/29)
A one-pot, solid-acid-catalyzed, microwave-assisted synthesis of phthalazinones is described. The commercially available montmorillonite K-10 effectively catalyzed the condensation and substitution reactions. The approach was based on the direct cyclization of phthalaldehydic acid and opianic acid with substituted hydrazines. The reactions provided excellent yields and high selectivities in very short time (5-35 minutes). Georg Thieme Verlag Stuttgart.
A trans-Folded Alkene System: Synthesis, Structure and Isomerization of 2,2'-Diaryl-1,1'-bi(1,2-dihydrophthalazinylidenes)
Butler, Richard N.,Gillan, Ann M.,Lysaght, Fiona A.,McArdle, Patrick,Cunningham, D.
, p. 555 - 564 (2007/10/02)
A series of 2,2'-diaryl-1,1'-bi(1,2-dihydrophthalazinylidenes) have been synthesized from 1-hydroxy-2-aryl-1,2-dihydrophthalazines.An X-ray crystal structure showed relief of strain in these new ylidenes by a trans-folding of the alkene linkage.The mechanism of their formation was probed with additives such as sulphur, N-phenylmaleimide, and dimethyl acetylenedicarboxylate which interacted with intermediates in the reaction and gave further interesting new ylidene structures.The mechanism of trans-cis isomerization of the biphthalazinylidenes was studied using 270 MHz 1 H-NMR spectroscopy to measure the kinetics and activation parameters for the isomerization.X-Ray crystal structures of the following compounds are reported: 2,2'(p-bromophenyl)-trans-1,1'-bi--4--1-phenyl-3,4-dihydropyrrole-2,5-dione, (10d); dimethyl 3-(2-phenyl-1,2-dihydrophthalazin-1-ylidene)-2-oxobutanedioate (11), and dimethyl 2-acetoxy-3-(2-phenyl-1,2-dihydrophthalazin-1-yl)but-2-ene-1,4-dioate (12).
