Chemistry of 1,5-diketones: IV. New aspects of the chemistry of 1,5-Dioxo compounds of the 2 H -pyran-2-one series

Verfasser / Beitragende:
[O. Fedotova, A. Shkel', O. Mazhukina, N. Pchelintseva]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/1(2015-01-01), 65-68
Format:
Artikel (online)
ID: 605528470
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024 7 0 |a 10.1134/S1070428015010108  |2 doi 
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245 0 0 |a Chemistry of 1,5-diketones: IV. New aspects of the chemistry of 1,5-Dioxo compounds of the 2 H -pyran-2-one series  |h [Elektronische Daten]  |c [O. Fedotova, A. Shkel', O. Mazhukina, N. Pchelintseva] 
520 3 |a Reactions of 3,3′-(phenylmethanediyl)bis(4-hydroxy-6-methyl-2H-pyran-2-one) with electrophilic (PCl5, CF3COOH, BF3 · Et2O) and nucleophilic reagents (P2S5) in different solvents were studied. The reactions with boron trifluoride-diethyl ether complex in acetic acid and with trifluoroacetic acid gave 4a-hydroxy-3,7-dimethyl-10-phenyl-10,10a-dihydro-1H,4aH,9H-dipyrano[4,3-b: 3′,4′-e]pyran-1,9-dione, while 3,7-dimethyl-10-phenyl-1,9-dioxo-1H,9H-dipyrano[4,3-b: 3′,4′-e]pyran-5-ium tetrafluoroborate was obtained in the reaction with BF3 · Et2O in diethyl ether. Conditions were found for the synthesis of 4-hydroxy-6-methyl-3-[(6-methyl-2-oxo-4-sulfanyl-2H-pyran-3-yl)(phenyl)methyl]-2H-pyran-2-one by reaction of 3,3′-(phenylmethanediyl)bis-(4-hydroxy-6-methyl-2H-pyran-2-one) with diphosphorus pentasulfide. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Fedotova  |D O.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
700 1 |a Shkel'  |D A.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
700 1 |a Mazhukina  |D O.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
700 1 |a Pchelintseva  |D N.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/1(2015-01-01), 65-68  |x 1070-4280  |q 51:1<65  |1 2015  |2 51  |o 11178 
856 4 0 |u https://doi.org/10.1134/S1070428015010108  |q text/html  |z Onlinezugriff via DOI 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Fedotova  |D O.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Shkel'  |D A.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Mazhukina  |D O.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Pchelintseva  |D N.  |u Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/1(2015-01-01), 65-68  |x 1070-4280  |q 51:1<65  |1 2015  |2 51  |o 11178