Sur la synthèse d'alkoxy-2 nitro-3 2H-chroménes

2-Alkoxy-3-nitro-2H-chromenes have been obtained by the reaction of β-nitroacetaldehyde dialkyl acetals with some salicylic aldehydes in the presence of triethylamine p-toluene sulfonate.     

Sur la synthèse d'acides thiazolotriazolylacétiques

During the synthesis of thiazolotriazolylacetic acids, the condensation of ethyl 4-chloro-3-oxobutyrate with triazolinethiones was studied. The use of an alkaline reagent (triethylamine) leads only to S-alkylation and not to the expected cyclized product. The cyclization of the intermediate β-ketoester is observed only by use of acidic reagents (phosphorous oxychloride, hydrogen chloride).     

Sur la synthèse de chloro-3 indolinones a partir de β-nitrostyrènes diversement substitués

When treated with acetyl chloride and ferric chloride in methylene chloride, at 0°, monosubstituted β-nitrostyrene derivatives such as 2,3 or 4-methyl, -chloro or -fluoro and 3-nitro-β-nitrostyrenes cyclize into the new corresponding 3-chloro-1,3-dihydro-2H-indol-2-one. Reaction with other metal chlorides such as aluminum chloride and titanium tetrachloride does not lead to these heterocyclic derivatives but only produces N-acetyl-N-hydroxy-α-chlorobenzeneacetamides and/or N-(acetyloxy)-α-chlorobenzeneethanimidoyl chlorides.     

Synthèse partielle et propriétés oncostatiques des pseudo-tubulosines,analogues de l'émétine et de la tubulosine

Partial Synthesis and Oncostatic Properties of Pseudotubulosines, Analogues of Emetine and Tubulosine Pseudotubulosines, structural analogues of emetine and tubulosine, have been synthesized by either Pictet-Spengler or Bischler-Napieralski condensation from dihydrocorynantheal or corynantheidal. Spectral data, cytotoxic and oncostatic properties of these new alkaloids are described.     

Synthèse d'éthers diéthylamino éthyliques de bibenzofurannes et de bis-benzofuryl cétones,comme analogues pharmacochimiques de la Tilorone

The diethylaminoethyl ethers of various bis[Bz-hydroxy]bibenzofurans have been synthesized, either from 2-hydroxy-5-methoxybenzyl alcohol, or from benzofurancarboxylic acids. The corresponding ethers of bis[Bz- hydroxy-2-benzofuryl]methanones were prepared from methoxysalicyl-aldehydes.     

Synthèse de l'analogue sélénié de la sérotonine

Starting from 2-bromo-5-methoxyacetophenone, an unambiguous synthesis of the selenium analog of serotonine is described with a 25% overall yield. Application of the Wittig reaction to selenoindoxyls appears to be a successful pathway to products of this nature.     

Fluorénacènes et fluorénaphènes Synthèses dans la série des indéno-fluorènes XIV [1] Nouvelle synthèse du trans-fluorénacène

A new synthesis of 6, 12-dihydro-indeno [1,2-b] fluorene (trans-fluorenacene) in 9 steps starting from fluorene (overall yield 24,5%) is recorded. By partial oxidation of the hydrocarbon its 6-oxo derivative is also obtained.     

Addition de la proline à quelques alcènes et alcynes électrophiles

Addition of proline in acetic anhydride to propiolic and pbenylpropiolic ester gave rise to two isomeric pyrroles 5 and 6 . Addition under the same conditions, to electrophilic alkenes pY-PhCH = C(X) (CN) led to a pyrroline-2 8 which eliminated HCN and produced pyrrole 9 . Addition of proline to fumarodinitrile is unusual, the reaction led to a new α-amino acid 10 and compound 11 . The structure of this product 11 was confirmed by X-ray measurements.     

Isolement de nouveaux complexes de zinc de dipyrrométhènes formés au cours de la synthèse de la méso-tétramésitylporphyrine par la réaction de Rothemund

Three new zinc bis(dipyrromethene) complexes have been isolated in the preparation of meso-tetramesitylporphyrin by the Rothemund zinc template based condensation process.     

Caractérisation de nouveaux dérivés et analogues de la nétropsine et identification de leurs intermédiaires de synthèse par spectrométrie de masse FAB

The fast-atom bombardment (FAB) mass spectra of a series of netropsin derivatives and analogues were examined in positive-ion and when necessary negative-ion modes. Behaviour of these derivatives was related to that of oligopeptides. Some compounds protected by t-butoxycarbonyl groups were also investigated using this technique and showed characteristic fragmentations.     

Nouvelle méthode de synthèse de thiazolopyridines

It has been established that the direct condensation between aromatic and aliphatic thioesters and the variously generated anion of amino-chloropyridines represents the best method for the synthesis of thiazolo-pyridines. The transient thioamides, sometimes isolated, can be easily converted chemically or photochemically into the desired fused heterocycles.     

Sur la synthèse du pollinastanol à partir du cycloartanol

The partial synthesis of pollinastanol (14) from cycloartanol (3) is reported. The transformation proceeds through the methylenic intermediate 12; the ring enlargement with cyanogen azide affords pollinastanone (13) further reduced to 14, The 4-keto isomer of pollinastanone (17) as well as a series of 5-β isomeric compounds are also described.     

Recherches en vue de la synthèse de barbiturates organostanniques

Triphenyl and tributyltin hydrides have been found to add to the terminal double bond of unsaturated ethyl malonates to give organotin substituted ethyl malonates. Attempted cyclisation of the latter into barbituric compounds failed.