Macrocyclic Compounds with 2-Phenylindene Fragments. Synthesis and Properties

By the reaction of 1-imino-2-phenyl-1H-indene-3-amine with 1,4-naphthylenediamine and 1,4-diaminonaphthalenesulfonic acid linear products of 1 : 2 and 2 : 1 condensation as well as macrocyclic compounds were synthesized.     

Synthesis of New 2-Thiomethyl Penem Derivatives

New penem thiolesters (4-5) were synthesized and 5 was hydrolyzed. 2-mercaptomethyl penem7 is formedin situand transformed into penem monothiocarbamates9 and10.     

Synthesis and Characterization of New 2-Oxo-azetidine Derivatives

Several new N-[(4-aryl-3-chloro-2-oxo-azetidine)acetamidyl]-5-nitroindazoles 4a–l were synthesized from N-(arylidene amino acetamidyl)-5-nitroindazoles 3a–l. The structures of all these compounds were confirmed by infrared, ¹H NMR, ¹³C NMR, and fast atom bombardment–mass spectra and also by microanalytical data.

Synthesis of Some New Benzopyranopyrimidin-2-Thiol Derivatives

Reaction of 2-mercapto-4-hydroxy-5H-[1]-benzopyrano-[4,3- d ]-pyrimidin-5-one ( 3 ) with phenyl isothiocyanate and methyl acrylate yielded the corresponding 2-(substituted)thio-4-hydroxy-5H-[1]-benzopyrano-[4,3- d ]-pyrimidin-5-ones ( 4 , 5 ). Hydrolysis and hydrazinolysis of 5 gave acid derivative 6 , and hydrazone 7 . Treatment of hydrazone 7 with ethyl acetoacetate, diethyl malonate, and phenyl isothiocyanate yielded the corresponding 2-(substituted)thio-4-hydroxy-5H-[1]-benzopyrano- [4,3- d ]-pyrimidin-5-ones ( 8 , 9 , and 11 ). Cyclization of 11 with 2 N NaOH led to 12 .     

Synthesis of New Quinoxaline Derivatives

New quinoxaline derivatives were prepared by the reaction of 2-hydroxyquinoxaline 1 and alkyl or alkylaminoalkyl halides in dimethylformamide using potassium carbonate as a base. The hydroxyl group was readily converted into a thiol function by treatment with phosphorus pentasulfide and/or Lawesson's reagent in pyridine, and the subsequent alkylation of the thiol group was carried out under phase-transfer catalyst conditions. Chlorination of 1 was carried out with phosphorus oxychloride. Branching of alkylamino side chains to the 2-OH, 2-SH, and 2-Cl quinoxalines resulted in the synthesis of several compounds. Synthesis and alkylation of 2-hydroxy 7-nitroquinoxaline are also reported.      

Synthesis of New Quinoline Derivatives

The synthesis of some new functionalized quinolyl derivatives has been described, based on the 1,3‐dipolar cycloaddition of an azomethine ylide, generated from sarcosine or N‐benzylglycine and paraformaldehyde, to 2‐chloro‐3‐quinolinecarbaldehydes.     

Synthesis of New Benzoimidazole Derivatives

The reactions of cryptotanshinone and tanshinone llA with cadaverine and putrescine were investigated. Six new compounds, four with imidazole functional groups and two with oxazole groups, were obtained. The possible reaction mechanism was proposed.     

Synthesis of New Aminophosphonothiophene Derivatives

The reaction of n , n '-diphosphonylketones 1 with active methylenenitriles and sulfur in basic conditions led to the new 5-amino-2-(phosphonomethyl)-3-(phosphonoethyl)thiophenes 2 . These compounds were then used in the Horner-Wadsworth-Emmons reaction to give 5-amino-2-alkenyl-3-(phosphonoethyl)thiophenes 3 . The structure of all obtained products was confirmed by NMR ( 1 H, 31 P, 13 C) and IR spectroscopy.     

新型1,3-二硫杂环戊烯-2-硫酮衍生物的合成

通过4,5－二硫基－1,3－二硫杂环戊烯－2－硫酮（dimt）的锌配合物和相应的卤化物反应,成功地合成了3种未见报道的1,3－二硫杂环戊烯－2－硫酮衍生物。讨论了制备这些化合物的反应条件。用IR、^1HNMR和MS对这些化物进行了表征。     

2-氨基-4,5-二取代烃嘧啶类衍生物的新合成方法

研究了2-氨基-4,5-二烃基取代嘧啶类衍生物的一个新的简易合成方法,该方法以简单且廉价的4个芳香醛和3个脂肪醛为原料,经过四步反应得到12个2-氨基-4,5-二烃基取代嘧啶类化合物,总收率在40%～70%,经氢核磁共振(1H NMR)、碳核磁共振(13C NMR)和高效液质联用(LC-MS)对其目标产物进行表征.     

A New and Diastereoselective Synthesis of Threo-Aryl-2-Piperidylmethanol Derivatives

A diastereoselective synthesis of threo-aryl-2-piperidyl- and aryl-1,2,3,6-tetrahydro-2-pyridylmethanol derivatives is described. The stereochemistry is controlled by intramolecularly assisted NaBH₄ reduction of the intermediate carbamates 3.     

新型2-苯并呋喃取代薁类衍生物的合成

以溴乙酰溴为酰化剂,对2-甲基薁进行酰基化反应,其酰化产物通过与水杨醛缩合,溴代反应及硫代乙酰胺的环化反应,以较好的收率,高选择性合成了新型的1-(2-苯并[6]呋喃酰基)薁和3-(2-苯并呋喃基)薁类[1,2-c]噻吩类衍生物,其结构经1H NMR,IR及元素分析表征.     

Synthesis of New Fluorinated Podophyllotoxin Derivatives

Five fluorinated podophyUotoxin derivatives were synthesized using dimethylamino-sulfurtrifluoride (DAST).     

Synthesis of New 1,3,5-Dithiazine Derivatives

Russian Journal of Organic Chemistry -     

Synthesis of New Water-Soluble Cholesterol Derivatives

L-Proline has been used as an organocatalyst for an efficient synthesis of 1,8-dioxo-octahydroxanthenes by treatment of aldehydes (aromatic, heteroaromatic, and aliphatic) with 5,5-dimethyl-1,3-cyclohexanedione. Three new compounds have been prepared.