Diaziridines. 5. Reaction of some 1-aroyl- and 1,2-diacyldiaziridines

Abstract

The diaziridine -Gy-dihydrospiroicyclohexane-bVClffl-diazirinotl^-cKS.lJbenzodiazocmeJ-S'.lO'-dione (7) isomerizes in refluxing benzene into 3-(cyclohexylideneamino)-lR-3-benzazepine-2,4(3if,5H)-dione ( 8) and rearranges in refluxing benzene containing triethylamine hydrochloride into 3-(1 -cyclohex-1 -yl) -1,3,4,6-tetrahydro-3,4-benzodiazocine-2,5-dione (9). l-p-Nitrobenzoyl-2,3,3-trialkyldiaziridines isomerize in chloroform or acetonitrile at ambient temperatures into labile 2-aryl-4,5,5-trialkyl-A2-l,3,4-oxadiazolines (lla-c). The latter compounds react with both electrophiles and nucleophiles such as aromatic aldehydes and ynamines to give 2,5-diaryl-4-alkyl-A2-l,3,4-oxadiazolines and pyrazoline derivatives, respectively.

Heteropoly Acid in Ionic Liquid - An Efficient Catalyst for the Preparation of 2H-Indazolo[2,1-b]Phthalazine-Triones

“…Phthalazine derivatives were reported to possess vasorelaxant [2], cardiotonic [3], and anticonvulsant [4], activities. Therefore, a number of methods have been reported in the literature for the synthesis of phthalazine derivatives [4][5][6][7][8][9][10][11]. Unfortunately, many of these processes suffer from one or other limitations such as harsh reaction conditions, low product yields, tedious workup procedures, relatively long reaction times, and cooccurrence of several side products, and difficulty in recovery and reusability of the catalysts.…”

Synthesis of chiral N-(2-(1-oxophthalazin-2(1H)-yl) ethanoyl)-α-amino acid derivatives as antitumor agents

“…6 Therefore, a number of methods have been reported for the synthesis of phthalazine derivatives. 4,[7][8][9][10][11][12][13] On the other hand, several α-amino acids-conjugated heterocycles were reported as potential antitumor agents, for instance, 4-toluenesulfonylureido derivatives of amines, amino acids, dipeptides, 14 and 2-(4-This motivated us to synthesize 1-oxophthalazine moiety conjugated with flexible amino acids as side chain hoping that the produced compounds will have improved biological activity.…”

Synthesis of 1H-indazolo[2,1-b]phthalazine-triones catalysed by proline triflate under solvent-free conditions

“…10 It is not surprising that many synthetic routes have been developed for these compounds. [11][12][13][14][15] Recently, Bazgir 16 has reported the formation of structure of 2H-indazolo [2,1-b]pthalazine-1,6,11(13H)-triones derivative using pTSA as a catalyst. Several other routes for the synthesis of 1Hindazolo [2,1-b]phthalazine-triones have been reported.…”