New derivatives of benzoxazolinones and benzoxazolinethiones

N-(Aryloxycarbonyl)benzoxazolin-2-ones have been obtained from benzoxazolinones and aryl chloroformates and from N-(chlorocarbonyl) benzoxazolinones and phenols. These compounds possess acylating properties and with phenols in the presence of phenoxide ions they give diaryl carbonates.     

New isatin derivatives

The review compiles published data on the synthesis and biological action of new isatin derivatives containing in their composition additional oxygen, nitrogen, or sulfur heterocycles.     

New derivatives of N-nitrosamines

Two new derivatives are proposed for determination of nitrosamines by GLC. One is formed by reaction with di(2-chloroethyl) phosphochloridate and the other by reaction with m-trifluorotoluene sulphonyl chloride.     

New hydrosoluble perylene and coronene derivatives

Several lipophilic perylene and coronene derivatives, employed mainly as liquid crystalline dyes are known and their synthesis has been widely studied. We have applied an analogue strategy using hydrophilic substituents to obtain highly water soluble perylene diimides (4) and a new hydrosoluble coronene derivative (CORON, 6), whose molecular features appear particularly suitable for inducing G-quadruplex DNA structures and inhibiting human telomerase.     

New derivatives of trifluoroacetyl acetaldehyde and trifluoroaldol

The reaction of β-ethoxyvinyl trifluoromethyl ketone 1 with O-nucleophiles such as alcohols and diols leads to various derivatives of trifluoroacetyl acetaldehyde, such as β-alkoxyvinyl trifluoromethyl ketones 3 and cyclic keto acetals 4. Several derivatives synthesized contain chiral auxiliaries. Reduction of the compounds 1, 3, 4 under various reaction conditions leads to the trifluoroaldol derivatives 6, 7, 9, 10 containing a protected aldehyde group. The compounds obtained are useful building blocks in fluoroorganic synthesis.     

New nitrogen- and sulfur-containing derivatives of chlorocyclopentenones

Reactions of 2,3,5-trichloro-4,4-ethylenedioxy- and 2,3,5-trichloro-5-(1,1-dimethylprop-2-en-1-yl)-4,4-dimethoxycyclopent-2-en-1-ones with amino acids gave products of AdNE substitution at the C³ atom, the corresponding vinylogous amides. Sodium carbamodithioates generated in situ from amines, carbon disulfide, and sodium hydride in tetrahydrofuran reacted with di- and trichlorocyclopentenones in a similar way. Cyanosilylation of 2,3,5-trichloro-4,4-ethylenedioxycyclopent-2-en-1-one with trimethylsilyl cyanide smoothly occurred in toluene at 25°C in the presence of glycine as catalyst.     

New synthesis of pyrazole and isoxazole derivatives

A convenient synthesis of 5-aryl-1-phenylpyrazoles and 5-arylisoxazoles, from readily available ketimine 1 dimethylformamide dimethylacetal and phenylhydrazine or hydroxylamine, is described.     

New fluorescent isoquinoline derivatives

Various structural modifications of 3-amino and 3-hydroxyisoquinolines have been carried out to provide new fluorescent derivatives. The transformations involved nucleophilic substitution of a bromine atom or a triflate moiety at positions 1 and 3, respectively, as well as the condensation reaction of a 3-amino group with triethyl orthoformate and subsequent transformation with amines to give amidines. The new compounds have been studied by fluorescence spectroscopy.     

New 2-methylbenzimidazole derivatives

New 2-methylbenzimidazole derivatives with a methyl, ethyl, or phenyl group at position 1, and a hydroxymethyl, aldehyde, or ß-carboxyl group at position 5 are synthesized. Imidocyanine dyes with aldehyde and ß-carboxyl groups in the heterocyclic portions are obtained, and their main light absorption maxima determined.     

New chiral imidazolinic derivatives

Novel C-2 substituted 4,5-dihydroimidazoles and imidazoles bearing an N-linked stereogenic group were rapidly prepared from a chiral primary amine. Quaternization of these derivatives resulted in a range of scalemic room temperature ionic liquids. The ability of the imidazolium species to act as reaction medium and/or phase transfer catalyst was also assessed.     

New derivatives of 2-mercaptobenzotellurazole

New derivatives of 2-mercaptobenzotellurazole at the three reaction centers, the thiol group, nitrogen atom and tellurium atom, have been synthesized.     

New pyrimidine derivatives of cyanimidodithiocarbonates

Summary Several synthetic processes for some new pyrimidine derivatives of cyanimidodithiocarbonates are reported. Due to the formation of by-products, the optimization of reaction conditions is of importance.

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Neue Pyrimidinderivate von Cyanimidodithiocarbonaten

Zusammenfassung Es werden einige Methoden zur Darstellung verschiedener neuer Pyrimidinderivate von Cyanimidodithiocarbonaten vorgestellt. Wegen der Entstehung von Nebenprodukten ist die Optimierung der Reaktionsbedingungen sehr wichtig.

     

New O-acyl derivatives of lariciresinol

Summary In an investigation of the composition of the extractive substance of the wood ofAbies sibirica Ledeb. andA. nephrolepis Maxim., new O-acylated lignans, previously unknown in nature, have been isolated. The structures of the two new compounds have been established by physicochemical methods and by independent synthesis: they are lariciresinol coumarate and ferulate.The PMR spectra of laricyl coumarate and laricyl ferulate were taken by G. A. Kalabin.Irkutsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 162–166, March–April, 1976.     

New derivatives of 4-quinaldinol

The reactions of 1, 1, 3-trichloro-1-propene and also 1, 1, 1-trichloro-2-propene with acetoacetic ester gave α-(γ, γ-dichlorallyl)acetoacetic ester (I). In the reactions with aniline and o- and p-toluidines, the corresponding α-(γ, γ-dichloroallyl)-β-arylamino-crotonic esters were produced, thermal cyclization of which gave 2-methyl-3-(γ, γ-dichloroallyl)-4-hydroxyquinoline (II) and its 6CH₃- (III) and 8CH₃- (IV) homologs. With phosphorus oxychloride, II–IV gave the corresponding 4-chloro-substituted quinolines (V–VII); with concentrated sulfuric acid, II–VII were converted into the corresponding β-quinolinylpropionic acids VIII–XIII.