134434-33-6Relevant articles and documents
Palladium complex-catalyzed intermolecular reductive N-heterocyclization: novel synthesis of quinazoline derivatives from 2-nitrobenzaldehyde or 2-nitrophenyl ketones with formamide
Akazome, Motohiro,Yamamoto, Jun,Kondo, Teruyuki,Watanabe, Yoshihisa
, p. 229 - 234 (1995)
A combination of the palladium complex PdCl2(PPh3)2 with MoCl5 shows a high catalytic activity for the intermolecular reductive N-heterocyclization of 2-nitrobenzaldehyde or 2-nitrophenyl ketones with formamide to give the corresponding quinazoline derivatives in moderate yields.For example, in the reaction of 2-nitrobenzaldehyde with formamide, quinazoline was obtained in 46percent yield.We assume that the present reaction proceeds via an active nitrene intermediate which could be generated by selective deoxygenation of nitro group by carbon monoxide.Keywords: Palladium; Molybdenum; Carbon monoxide; Nitrene; Reductive N-heterocyclization
4-aminoquinazoline phenyl ether compound and application thereof
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Paragraph 0021-0023, (2020/05/02)
The invention provides a 4-aminoquinazoline phenyl ether compound. The structural formula of the 4-aminoquinazoline phenyl ether compound is shown as a formula I which is described in the specification. The compound shown as the formula I has excellent biological activity on agricultural harmful mites and lepidoptera pests such as plutella xylostella and can be used for preventing and treating theagricultural harmful mites and pests.
Catalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine
Korvinson, Kirill A.,Akula, Hari K.,Malinchak, Casina T.,Sebastian, Dellamol,Wei, Wei,Khandaker, Tashrique A.,Andrzejewska, Magdalena R.,Zajc, Barbara,Lakshman, Mahesh K.
supporting information, p. 166 - 176 (2020/01/02)
Facile reduction of aryl halides with a combination of 5% Pd/C, B2(OH)4, and 4-methylmorpholine is reported. Aryl bromides, iodides, and chlorides were efficiently reduced. Aryl dihalides containing two different halogen atoms underwent selective reduction: I over Br and Cl, and Br over Cl. Beyond these, aryl triflates were efficiently reduced. This combination was broadly general, effectuating reductions of benzylic halides and ethers, alkenes, alkynes, aldehydes, and azides, as well as for N-Cbz deprotection. A cyano group was unaffected, but a nitro group and a ketone underwent reduction to a low extent. When B2(OD)4 was used for aryl halide reduction, a significant amount of deuteriation occurred. However, H atom incorporation competed and increased in slower reactions. 4-Methylmorpholine was identified as a possible source of H atoms in this, but a combination of only 4-methylmorpholine and Pd/C did not result in reduction. Hydrogen gas has been observed to form with this reagent combination. Experiments aimed at understanding the chemistry led to the proposal of a plausible mechanism and to the identification of N,N-bis(methyl-d3)pyridin-4-amine (DMAP-d6) and B2(OD)4 as an effective combination for full aromatic deuteriation. (Figure presented.).
Application of metallide/palladium compound catalytic reduction system in reaction of removing allyl groups and deuteration reaction
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Paragraph 0040, (2018/07/30)
The invention discloses application of a metallide/palladium compound catalytic reduction system in reaction of removing allyl groups of a compound containing the allyl groups and deuteration reaction. The reaction comprises the following steps: under protection of nitrogen gas, suspending a palladium compound and a metallide in a solvent, stirring for 5 minutes, adding the compound containing theallyl groups, reacting for 0.5-36 hours at the temperature of minus 50-120 DEG C, adding ice water to stop reaction, regulating a pH value to 3.5 by using diluted hydrochloric acid, and carrying outsolvent extraction, drying by steaming and column-chromatography purification on reaction liquid to finish the reaction.
Application of metallide/palladium compound catalytic reduction system in debenzylation reaction and deuterization reaction
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Paragraph 0045, (2018/09/08)
The invention discloses an application of a metallide/palladium compound catalytic reduction system in debenzylation reaction and deuterization reaction of benzyl-containing compounds. The reaction comprises the following steps: under the protection of nitrogen, suspending a palladium compound and a metallide in a solvent, stirring for 5 minutes, adding the benzyl-containing compounds, carrying out a reaction for 0.5 to 48 h at the temperature of -30 DEG C to 150 DEG C, adding ice water to stop the reaction, adjusting the pH value to 3.5 with diluted hydrochloric acid, extracting the reactionsolution by a solvent, drying by distillation, purifying by column chromatography, and thus completing the reaction.
Pd-Catalyzed debenzylation and deallylation of ethers and esters with sodium hydride
Mao, Yujian,Liu, Ye,Hu, Yanwei,Wang, Liang,Zhang, Shilei,Wang, Wei
, p. 3016 - 3020 (2018/04/14)
Herein we demonstrate simply that the addition of Pd(OAc)2 as a promotor switches the reactivity of a commonly used base NaH to a nucleophilic reductant. The reactivity is engineered into a palladium-catalyzed reductive debenzylation and deallylation of aryl ethers and esters. This operationally simple, mild protocol displays a broad substrate scope and a broad spectrum of functional group tolerance (>50 examples) and high chemoselectivity toward aryl ethers over aliphatic structures. Moreover, the dual reactivity of NaH as a base and a reductant is demonstrated in efficient synthetic elaboration.
Differential characterization using readily accessible NMR experiments of novel N- and O-alkylated quinolin-4-ol, 1,5-naphthyridin-4-ol and quinazolin-4-ol derivatives with antimycobacterial activity
Pitta, Eleni,Balabon, Olga,Rogacki, Maciej K.,Gómez, Jesús,Cunningham, Fraser,Joosens, Jurgen,Augustyns, Koen,van der Veken, Pieter,Bates, Robert
, p. 890 - 901 (2016/10/25)
During the construction of bioactive molecules, regioselective alkylation of heterocyclic, N/O ambident nucleophiles is a frequently encountered synthetic transformation. In this framework, specific attention is required to unambiguously determine the str
THERAPEUTIC COMPOUNDS AND COMPOSITIONS
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Page/Page column 186; 187, (2014/09/29)
Compounds of general formula (I) and compositions comprising compounds of general formula I that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.
THERAPEUTIC COMPOUNDS AND COMPOSITIONS
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Page/Page column 200, (2014/09/29)
Compounds of general formula (I) and compositions comprising compounds of general formula (I) that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.
THERAPEUTIC COMPOUNDS AND COMPOSITIONS
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Paragraph 0772; 0773, (2014/09/30)
Compounds of general formula I: and compositions comprising compounds of general formula I that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.
