Fused pyrimidine systems: XV. Intramolecular electrophilic cyclization of 2-allyl(propargyl, cinnamyl)amino-pyrido[2,3- d ]pyrimidin-4(3 H )-ones
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| 024 | 7 | 0 | |a 10.1134/S1070428015040168 |2 doi |
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| 245 | 0 | 0 | |a Fused pyrimidine systems: XV. Intramolecular electrophilic cyclization of 2-allyl(propargyl, cinnamyl)amino-pyrido[2,3- d ]pyrimidin-4(3 H )-ones |h [Elektronische Daten] |c [R. Vas'kevich, I. Dyachenko, A. Vas'kevich, E. Rusanov, M. Vovk] |
| 520 | 3 | |a 2-(Allylamino)- and 2-(propargylamino)pyrido[2,3-d]pyrimidin-4(3H)-ones underwent intramolecular cyclization on heating in polyphosphoric acid to give angularly fused imidazo[1,2-a]pyrido[3,2-e]pyrimidin-5-ones. The cyclization of 2-(cinnamylamino)pyrido[2,3-d]pyrimidin-4(3H)-one under analogous conditions afforded linearly fused 4-phenyl-1,2,3,4-tetrahydro-6H-pyrido[2,3-d]pyrimido[1,2-a]pyrimidin-6-one. 2-(Allylamino)pyrido[2,3-d]pyrimidin-4(3H)-one reacted with iodine yielding 9-(iodomethyl)-8,9-dihydroimidazo[1,2-a]pyrido[3,2-e]pyrimidin-5(7H)-one as the major product, 2-(propargylamino)pyrido[2,3-d]pyrimidin-4(3H)-one gave rise to iodine addition product to the triple bond, and angularly fused 9-iodo-10-phenyl-7,8,9,10-tetrahydro-5H-pyrido[3,2-e]pyrimido[1,2-a]pyrimidin-5-one was obtained from the 2-(cinnamylamino) derivative. Electrophilic cyclization of 2-(allylamino)- and 2-(cinnamylamino)pyrido[2,3-d]pyrimidin-4(3H)-ones by the action of phenylsulfanyl chloride led to the formation of angularly fused 9-(phenylsulfanylmethyl)-8,9-dihydroimidazo[1,2-a]pyrido[3,2-e]pyrimidin-5(7H)-one and 10-phenyl-9-phenylsulfanyl-7,8,9,10-tetrahydro-5H-pyrido[3,2-e]pyrimido[1,2-a]pyrimidin-5-one. | |
| 540 | |a Pleiades Publishing, Ltd., 2015 | ||
| 700 | 1 | |a Vas'kevich |D R. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | |
| 700 | 1 | |a Dyachenko |D I. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | |
| 700 | 1 | |a Vas'kevich |D A. |u "Kyiv Polytechnic Institute” National Technical University of Ukraine, pr. Peremohy 37, 03056, Kiev, Ukraine |4 aut | |
| 700 | 1 | |a Rusanov |D E. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | |
| 700 | 1 | |a Vovk |D M. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | |
| 773 | 0 | |t Russian Journal of Organic Chemistry |d Pleiades Publishing |g 51/4(2015-04-01), 556-565 |x 1070-4280 |q 51:4<556 |1 2015 |2 51 |o 11178 | |
| 856 | 4 | 0 | |u https://doi.org/10.1134/S1070428015040168 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1134/S1070428015040168 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Vas'kevich |D R. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Dyachenko |D I. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Vas'kevich |D A. |u "Kyiv Polytechnic Institute” National Technical University of Ukraine, pr. Peremohy 37, 03056, Kiev, Ukraine |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Rusanov |D E. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Vovk |D M. |u Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Russian Journal of Organic Chemistry |d Pleiades Publishing |g 51/4(2015-04-01), 556-565 |x 1070-4280 |q 51:4<556 |1 2015 |2 51 |o 11178 | ||