低价钛促进的1,2-二氢喹唑啉-4(3H)-酮的合成

喹唑啉-4(3H)-酮是一类生物碱,取代喹唑啉-4(3H)-酮具有广泛的药理学活性．因而对其合成方法和合成新型喹唑啉-4(3H)-酮的衍生物的研究已成为热点．低价钛试剂是一种还原偶联试剂,它能引起醛酮的还原偶联生成烯烃,还能引起其它官能团的还原偶联反应,该反应已应用于天然产物和一些碳环化合物的合成,而用于杂环化合物的合成研究报道较少．本文报道低价钛试剂(TiCl4-Zn体系)促进的1,2-二氢喹唑啉-4(3H)-酮的合成。     

A proton magnetic resonance study of isomeric alkylidencyanoesters

Ethyl 2-cyano-3-methyl-4-phenyl-2-pentenoate was obtained as a mixture of two geometric isomers. An aromatic solvent induced shift experiment and calculations of the difference in the chemical shifts of methyl protons linked to the double bond lead to the assignation of the geometry of both isomers.     

Synthesis and Halocyclization of 5-Allyl-2-benzyl(allyl)sulfanyl-6-methylpyrimidin-4(3H)-ones

Russian Journal of Organic Chemistry - Alkylation of 5-allyl-6-methyl-2-thiouracil with benzyl chloride and allyl bromide afforded 2-benzyl(allyl)sulfanyl-5-allyl-6-methylpyrimidin-4(3H)-ones....     

Synthesis of potential biologically active 1,2-benzothiazin-3-yl-quinazolin-4(3H)-ones

A series of potential biologically active 2-(4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)quinazolin-4(3H)-ones was synthesized in a straight forward manner by condensation of respective 4-hydroxy-1,2-benzothiazine-1,1-dioxides with anthranilamide followed by simple and high throughput cyclization of N-[2-(aminocarbonyl)phenyl]-4-hydroxy-1,2-benzothiazine-3-carboxamide-1,1-dioxides. All the synthesized compounds were subjected to preliminary evaluation for their biological activity against Gram positive and Gram negative bacteria. Some of the assayed compounds showed marked activity against Bacillus subtilis.     

Hydrogenation of substituted 1-arylisoquinolin-3(2H)-ones to 5, 6, 7, 8-tetrahydro- and 1, 4-dihydroisoquinolin-3(2H)-ones

Catalytic hydrogenation of variously substituted 1-arylisoquinolin-3(2H)-ones 1 gave, depending on the substituents, 5, 6, 7, 8-tetrahydroisoquinolin-3(2H)-ones ( 2 ) and/or the corresponding 1, 4-dihydro derivatives 3 . Saturation of the compounds fused with benzene ring furnished as the main products the 9, 10-dihydro- ( 4 and 5 ) and 5, 6-dihydroisoquinolin-3(2H)-ones ( 6 ) in the case of benzo[f] and benzo[h] anellation, respectively, in addition to the 1, 4-dihydro compounds detected or isolated as by-products.     

Thioureidoquinazolin-4(3H)-ones

3-(N′, N′-Dialkylthioureido)quinazolin-4(3H)-ones prepared by the reaction of 3-aminoquinazolin-4(3H)-one with thiuram disulfides undergo the previously, unknown acid-induced recyclization to give the corresponding 5-(2-aminophenyl)-2-dialkylamino-1,3,4-thiadiazoles. The structures of the products obtained were confirmed by IR and¹H and¹³C NMR data. A plausible mechanism of the recyclization is discussed.     

Identification of isomeric amides of itaconic acid by proton magnetic resonance spectroscopy

Two half amides of itaconic acid, ( 1 ) and ( 2 ), have been synthesized and identified by proton magnetic resonance spectroscopy as a preliminary to an interpretation of the mechanism of action of succinate thiokinase on guanosine triphosphate substrates.     

Circular dichroism,proton magnetic resonance and conformation of steroid 4-en-3-ones, 4, 9-dien-3-ones and 4, 9, 11-trien-3-ones

Room and low-temperature CD of the title dienones and trienones (3 to 9) clearly show that a conformational equilibrium occurs between two ring A half-chair conformers. The relative stability of the two conformers depends on substitution of ring A. These results may be extended to other series of steroids and in particular to 4-en-3-ones. CD of these enones (14 to 28) is consistent with a conformational equilibrium between the known quasi-cis-quasi-trans conformers. The controversial conformational behaviour of 2 β-substituted 19-nor-4-en-3-ones is explained by a dynamic equilibrium in solution between the two afore-mentioned conformers rather than by single twist or deformed boat conformer.     

Carbon-13 nuclear magnetic resonance spectra of 1,2,3,4-tetrahydroquinazoline and some 3-benzyl derivatives

The concerted use of the ¹H/¹³C shift correlation with full ¹H/¹H decoupling and the modified COLOC sequence for long-range X/H correlation 2D nmr spectroscopy allows the total assignment of the ¹³C nmr resonances of 1,2,3,4-tetrahydroquinazoline and 3-benzyl-1,2,3,4-tetrahydroquinazoline. From these data, the ¹³C nmr chemical shifts of a series of 3-benzylsubstituted-1,2,3,4-tetrahydroquinazolines are deduced.     

Syntheses and reactions of 1,2-dihydrocyclobuta[c]isoquinolin-4(3H)-ones

Two-step synthesis of 1,2-dihydrocyclobuta[$\text{c}$]isoquinolin-4(3H)-ones, novel cyclobutane-fused heterocycles, from 3-methoxy-2-methylisoquinolin-1(2H)-one and their reacion with olefins are described.     

Reaction of furan-2(3H)-ones with 1,2-binucleophiles

Reactions of 5-substituted furan-2(3H)-ones with ethylenediamine, 2-aminoethanol, and o-aminophenol do not stop at the stage of formation of the corresponding 4-oxoalkanoic acid amides but lead to new bi-and tricyclic structures as a result of double intramolecular cyclodehydration.     

DBU-promoted cyclization of ortho-(3-hydroxy-1-alkynyl)benzamide: synthesis of trans-3,4-dihydroisoquinolin-1(2H)-ones and (E)-4-(1-alkenyl)isoquinolin-1(2H)-ones

DBU-promoted cyclization of ortho-(3-hydroxy-1-alkynyl)benzamide is presented, providing an efficient method for the synthesis of trans-3,4-dihydroisoquinolin-1(2H)-ones and (E)-4-(1-alkenyl)isoquinolin-1(2H)-ones under mild conditions.     

Stereochemistry of ethynylation reaction of C2 isomeric 1,2-dimethyldecahydroquinol-4-ones

Conclusions The stereochemistry of the ethynylation reaction of the C₂ epimers of 1,2-dimethyldecahydroquinol-4-ol with sodium acetylide in liquid ammonia has been studied and the conformation of the acetylene alcohols formed by this has been established.Translated from Izvestiya Akademii Nauk SSSR, SeriyaKhimicheskaya, No. 4, pp. 900–903, April, 1970.     

Heterocyclic studies—XXIV: Mass spectra of some pteridin-4(3H)-ones and 3-methoxypteridin-4(3H)-ones

Mass spectra of pteridin-4(3H)-one and all its mono-, di- and tri-C-methyl derivatives are recorded. Spectra of 3-methoxypteridin-4(3H)-one and four of its mono- and dimethyl derivatives are also recorded. Pteridin-4(3H)-one fragments mainly by loss of CO and HCN in either order. Methyl substitution in the pyrazine ring leads to that ring fragmenting in preference to the oxygen bearing pyrimidine ring. Elucidation of fragmentation pathways was facilitated by changes in peak positions with changing methyl substitution patterns. 3-Methoxypteridin-4(3H)-ones fragment mainly through initial loss of CH₂O, but the ions so produced break down differently from isomeric molecular ions of pteridin-4(3H)-ones. Several fragmentation pathways are discussed.     

Carbon-13 nuclear magnetic resonance spectra of N-substituted 2-amino-4H-3,1-benzoxazin-4-ones and 3-substituted 2,4-(1H,3H)quinazolinediones

¹³C chemical shifts of nine N-substituted 2-amino-4H-3,1-benzoxazin-4-ones, the isomeric 3-substituted 2,4-(1H,3H)quinazolinediones, and the parent compounds of the two series are reported. Support is provided for the endocyclic position of the C=N bond in the former series of compounds.