caa a22 4500 605528470 CHVBK 20210128100813.0 cr unu---uuuuu 210128e20150101xx s 000 0 eng 10.1134/S1070428015010108 doi (NATIONALLICENCE)springer-10.1134/S1070428015010108 Chemistry of 1,5-diketones: IV. New aspects of the chemistry of 1,5-Dioxo compounds of the 2 H -pyran-2-one series [Elektronische Daten] [O. Fedotova, A. Shkel', O. Mazhukina, N. Pchelintseva] 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. Pleiades Publishing, Ltd., 2015 Fedotova O. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Shkel' A. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Mazhukina O. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Pchelintseva N. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Russian Journal of Organic Chemistry Pleiades Publishing 51/1(2015-01-01), 65-68 1070-4280 51:1<65 2015 51 11178 https://doi.org/10.1134/S1070428015010108 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S1070428015010108 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Fedotova O. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 700 1- Shkel' A. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 700 1- Mazhukina O. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 700 1- Pchelintseva N. Institute of Chemistry, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/1(2015-01-01), 65-68 1070-4280 51:1<65 2015 51 11178