STUDIES ON 4-HYDROXYCOUMARIN. 38. SYNTHESES OF 3-SUBSTITUTED DERIVATIVES. α-BROMOACYL AND 2-AMINOTHIAZOLO AND OF 4H-FURO-[3,2-c][1]-BENZOPYRAN-3-[2H],4-DIONE

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).

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Dihydrofuran ring opening in the reactions of 2,3- dihydrofuro[3,2-c]coumarin-3-one with arylhydrazines

Kondratova

Соловьева

Traven

2010

Russ Chem Bull

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2,3 Dihydrofuro[3,2 c]coumarin 3 one reacts with arylhydrazines via two routes. The corresponding hydrazones are formed from arylhydrazines in alcohol and nitrophenylhydrazines in acetic acid or toluene. With phenylhydrazine and para tolylhydrazine in toluene, 2,3 dihydrofuro[3,2 c]coumarin 3 one reacts unusually undergoing dihydrofuran ring open ing and the formation of the corresponding 3 (2 imino 1 (2 arylhydrazinyl)ethylidene) chromane 2,4 diones. The solvatochromic properties of the synthesized compounds were studied using electronic absorption spectra and quantum chemical calculations.

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STUDIES ON 4-HYDROXYCOUMARIN. 38. SYNTHESES OF 3-SUBSTITUTED DERIVATIVES. α-BROMOACYL AND 2-AMINOTHIAZOLO AND OF 4H-FURO-[3,2-c][1]-BENZOPYRAN-3-[2H],4-DIONE

Cited by 6 publications

References 6 publications

ChemInform Abstract: STUDIES ON 4‐HYDROXYCOUMARIN. 38. SYNTHESES OF 3‐SUBSTITUTED DERIVATIVES, α‐BROMOACYL AND 2′‐AMINOTHIAZOLO‐4‐HYDROXYCOUMARINS, AND OF 4H‐FURO(3,2‐C)(1)BENZOPYRAN‐3‐(2H),4‐DIONE

ChemInform Abstract: STUDIES ON 4‐HYDROXYCOUMARIN. 38. SYNTHESES OF 3‐SUBSTITUTED DERIVATIVES, α‐BROMOACYL AND 2′‐AMINOTHIAZOLO‐4‐HYDROXYCOUMARINS, AND OF 4H‐FURO(3,2‐C)(1)BENZOPYRAN‐3‐(2H),4‐DIONE

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

Dihydrofuran ring opening in the reactions of 2,3- dihydrofuro[3,2-c]coumarin-3-one with arylhydrazines

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