caa a22 4500 605530858 CHVBK 20210128100825.0 cr unu---uuuuu 210128e20150501xx s 000 0 eng 10.1134/S107042801505019X doi (NATIONALLICENCE)springer-10.1134/S107042801505019X Modified Biginelli reaction in the synthesis of chromenopyrimidobenzimidazolones [Elektronische Daten] [O. Mazhukina, A. Platonova, O. Fedotova, V. Vasin] Biginelli reaction of 4-hydroxychromen-2-one with aromatic aldehydes and biazanucleophiles was investigated. The character of the substituent in the aromatic aldehyde and the reaction conditions affect its direction. The possibility to separate two probable regio isomers and the preparation of the chromenopyrimidobenzimidazolone with angular junction was demonstrated. The use of nuclear Overhauser effect (NOE 1D) made it possible to establish the spatial interaction between ortho-protons of chromene and benzimidazole fragments additionally confirming the structure of the obtained compound. The identification of the possible intermediates in the case of reacting 3-methyl-1H-pyrazol-5-amine as the azabinucleophile confirms the assumed scheme of 2H-chromen-2-ones formation under the applied conditions. Pleiades Publishing, Ltd., 2015 Mazhukina O. Chemical Institute at Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Platonova A. Chemical Institute at Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Fedotova O. Chemical Institute at Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut Vasin V. Physical and Chemical Institute at Ogarev Mordovian State University, Saransk, Russia aut Russian Journal of Organic Chemistry Pleiades Publishing 51/5(2015-05-01), 691-696 1070-4280 51:5<691 2015 51 11178 https://doi.org/10.1134/S107042801505019X 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/S107042801505019X text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Mazhukina O. Chemical Institute at Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 700 1- Platonova A. Chemical Institute at Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 700 1- Fedotova O. Chemical Institute at Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, 410012, Saratov, Russia aut NATIONALLICENCE 700 1- Vasin V. Physical and Chemical Institute at Ogarev Mordovian State University, Saransk, Russia aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/5(2015-05-01), 691-696 1070-4280 51:5<691 2015 51 11178