Synthesis of new spiro compounds proceeding from 11 H -Indeno[1,2- b ]quinoxalin-2-one

Verfasser / Beitragende:
[A. Velikorodov, N. Stepkina, E. Shustova, V. Ionova]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/5(2015-05-01), 674-679
Format:
Artikel (online)
ID: 605530823
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024 7 0 |a 10.1134/S1070428015050164  |2 doi 
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245 0 0 |a Synthesis of new spiro compounds proceeding from 11 H -Indeno[1,2- b ]quinoxalin-2-one  |h [Elektronische Daten]  |c [A. Velikorodov, N. Stepkina, E. Shustova, V. Ionova] 
520 3 |a Reaction of 11H-indeno[1,2-b]quinoxalin-2-one with semi(thiosemi)carbazides in ethanol resulted in semi(thiosemi)carbazones which at boiling in acetic anhydride underwent cylization yielding N-{3′-acetyl-3′H-spiro[indeno[1,2-b]quinoxalin-11,2′-[1,3,4]oxa(thia)diazol]-5′-yl}acetamides. Aldol crotonic condensation of 11H-indeno[1,2-b]quinoxalin-2-one with methyl N-(4-acetylphenyl)carbamate afforded the corresponding chalcone that at boiling in anhydrous ethanol with hydrazine hydrate for 1 h formed a spiro compound with a pyrazole ring. Five-component condensation of ninhydrin, 1,2-phenylenediamine, sarcosine, malononitrile (or ethyl cyanoacetate), and 4-formylphenyl N-phenylcarbamate in a mixture EtOH — [bmim]Br led to the formation of 4-{3′,3′-dicyano(or 3′-ethoxycarbonyl-3′-cyano)-1′-methylspiro[indeno[1,2-b]quinoxaline-11,2′-pyrrolidin]-4′-yl}phenyl N-phenylcarbamates. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Velikorodov  |D A.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
700 1 |a Stepkina  |D N.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
700 1 |a Shustova  |D E.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
700 1 |a Ionova  |D V.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/5(2015-05-01), 674-679  |x 1070-4280  |q 51:5<674  |1 2015  |2 51  |o 11178 
856 4 0 |u https://doi.org/10.1134/S1070428015050164  |q text/html  |z Onlinezugriff via DOI 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Velikorodov  |D A.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Stepkina  |D N.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Shustova  |D E.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Ionova  |D V.  |u Astrakhan State University, pl. Shaumyana 1, 414000, Astrakhan, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/5(2015-05-01), 674-679  |x 1070-4280  |q 51:5<674  |1 2015  |2 51  |o 11178