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La synthese d'imines-9 de [benzoyl-8(bromo-10 carbazoyl-8-) methoxy-5 methyl-2] benzo [1,2-b:5,4-b'] dipyrannedione-4,9

A novel synthesis of 4-azoloyl-2-aminoquinolines via the reaction of the 3-cyanomethylene derivatives of isatin with the 2-pyrazolin-5-one derivatives and 2-ethoxycarbonylmethyl-2-thiazolin-4-one is reported.

The reaction of diosgenin (1) with hydrogen peroxide/formic acid was investigated. As a result of this work, 5 α (25 R)-spirostane-3 β,5,6 β-triol (2) was prepared in 79% yield and 5 α-pregnane-3 β,5,6 β,16 β,20 α-pentol (3) in 80% yield. The pentol (3) was oxidised to 5 α-pregnane-3 β,5,10 β,20 α-tetrol-6-one (5) without forming its 16 β,20 α-isopropylidenedioxy derivative (4). Reaction of product 5 with CH3Mgl to give 6-methylpregnane derivative was unsuccessful. Therefore, product 7 was oxidatively degraded by H2O2/HCOOH to the 10-keto pregnane derivative (13) and its structure was proved through its transformation to 6 β-methylpregn-4-ene-6 α,20 α-diol-3,16-dione (15).

The structure of the products of reaction of 2-oxo-3-dicyanomethylidene-2,3-dihydroindole (1a) and 2-oxo-3-cyanoethoxycarbonylmethylidene-2,3-dihydroindole (1b) with the pyrazolin-5-one derivatives 2a,b could be established via 13C nmr and high resolution 1H nmr to be the spiropyranylindolone derivatives 5a-d.

A novel synthesis of 4-azoloyl-2-aminoquinolines via the reaction of the 3-cyanomethylene derivatives of isatin with the 2-pyrazolin-5-one derivatives and 2-ethoxycarbonylmethyl-2-thiazolin-4-one is reported.

The 3-amino-4-cyanopyrazoles (I) are subjected to various cyclocondensation reactions with methylenemalonic acid derivatives and analogues to give pyrazolopyrimidines such as (III), (V), (VII), (IX), and (XI).

The structure of the products of reaction of 2-oxo-3-dicyanomethylidene-2,3-dihydroindole (1a) and 2-oxo-3-cyanoethoxycarbonylmethylidene-2,3-dihydroindole (1b) with the pyrazolin-5-one derivatives 2a,b could be established via 13C nmr and high resolution 1H nmr to be the spiropyranylindolone derivatives 5a-d.

The N-arylmaleimides (I) and cyanothioacetamide (II) are combined to yield the pyrrolo(3,2-b)pyrrole derivatives (III).