Reactions of 2,3-dihydrofuro[3,2-c]coumarin-3-one with aromatic amines

2,3-Dihydrofuro[3,2- c ]coumarin-3-one reacts with aromatic amines in two pathways, depending on the solvent. The reactions in ethanol afford its enamines, while the use of acetic acid favors the formation of enamines of the 2,3-dihydrofuro[3,2- c ]coumarin-3-one dimer. Electronic absorption spectro...

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Bibliographic Details
Published in:Russian chemical bulletin 2009-09, Vol.58 (9), p.1908-1914
Main Authors: Kondratova, N. A., Kazheva, O. N., Aleksandrov, G. G., D’yachenko, O. A., Traven, V. F.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Inorganic Chemistry
Organic Chemistry
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Summary:2,3-Dihydrofuro[3,2- c ]coumarin-3-one reacts with aromatic amines in two pathways, depending on the solvent. The reactions in ethanol afford its enamines, while the use of acetic acid favors the formation of enamines of the 2,3-dihydrofuro[3,2- c ]coumarin-3-one dimer. Electronic absorption spectroscopy in different solvents revealed that the enamines obtained can undergo tautomeric transformations. The product of a reaction of 2,3-dihydrofuro-[3,2- c ]coumarin-3-one with 4-bromoaniline exists in the enamine form (X-ray diffraction data).
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-009-0260-7