4.2 Article

Recyclization of 4H-chromen-4-imine derivatives under the influence of dinucleophiles with the formation of functionally substituted pyrazoles

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MONATSHEFTE FUR CHEMIE
卷 150, 期 8, 页码 1487-1493

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SPRINGER WIEN
DOI: 10.1007/s00706-019-02455-x

关键词

2-Aryl-4H-chromen-4-imines; 3-Aryl-5-(o-hydroxyaryl)-1H-pyrazole-1-carbothioamides; Aromatic acid hydrazides; 5-Exo-trig-cyclization

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It has been established that the recyclization of 2-aryl-4H-chromen-4-imines under the influence of thiosemicarbazide as N-dinucleophile is completed by the formation of 3-aryl-5-(o-hydroxyaryl)-1H-pyrazole-1-carbothioamides by the 5-exo-trig-cyclization mechanism. Aromatic acid hydrazides (isonicotinic, benzoic, salicylic, and 4-methoxybenzoic) enter into a similar reaction with the participation of an excess of piperidine to form 1H-pyrazol-5-ylphenols. [GRAPHICS] .

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