Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
A New Synthetic Route to Heteroanthracenes. / Glukhacheva, Vera S.; Il'yasov, Sergey G.; Obraztsov, Alexander A. и др.
в: European Journal of Organic Chemistry, Том 2018, № 10, 14.03.2018, стр. 1265-1273.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - A New Synthetic Route to Heteroanthracenes
AU - Glukhacheva, Vera S.
AU - Il'yasov, Sergey G.
AU - Obraztsov, Alexander A.
AU - Gatilov, Yuri V.
AU - Eltsov, Ilia V.
PY - 2018/3/14
Y1 - 2018/3/14
N2 - In this report, we describe the synthesis of 2,3,4a,6,7,8a,9,10-octaaza-4,8-dioxo-3,4,4a,7,8,8a,9,9a,10,10a-decahydroanthracene, an octaaza derivative of reduced anthracene, through the reaction of glyoxal bis(nitrosemicarbazone) with glyoxal bis(hydrazone) in aqueous medium at 70 °C as well as by the hydrolytic decomposition of glyoxal bis(nitrosemicarbazone) in aqueous medium at 70 °C in a one-pot transformation. The structure of the resultant compound was confirmed by physicochemical analytical methods and X-ray diffraction. We also obtained the first representative of the cyclic monohydrazone dimer 1,2,4,5,8,9,11,12-octaazacyclotetradeca-5,7,12,14-tetraene-3,10-dione, which exists as lactam and lactim tautomers, through the reaction of glyoxal bis(nitrosemicarbazone) with glyoxal bis(hydrazone) in alkaline aqueous medium.
AB - In this report, we describe the synthesis of 2,3,4a,6,7,8a,9,10-octaaza-4,8-dioxo-3,4,4a,7,8,8a,9,9a,10,10a-decahydroanthracene, an octaaza derivative of reduced anthracene, through the reaction of glyoxal bis(nitrosemicarbazone) with glyoxal bis(hydrazone) in aqueous medium at 70 °C as well as by the hydrolytic decomposition of glyoxal bis(nitrosemicarbazone) in aqueous medium at 70 °C in a one-pot transformation. The structure of the resultant compound was confirmed by physicochemical analytical methods and X-ray diffraction. We also obtained the first representative of the cyclic monohydrazone dimer 1,2,4,5,8,9,11,12-octaazacyclotetradeca-5,7,12,14-tetraene-3,10-dione, which exists as lactam and lactim tautomers, through the reaction of glyoxal bis(nitrosemicarbazone) with glyoxal bis(hydrazone) in alkaline aqueous medium.
KW - Cyclotrimerization
KW - Hydrazones
KW - Macrocycles
KW - Nitrogen heterocycles
KW - Synthetic methods
KW - N,N'-DINITROUREA
KW - N,N-DINITROUREA
KW - CHEMISTRY
KW - SALTS
KW - FORMALDEHYDE
KW - UREA NITRO-DERIVATIVES
UR - http://www.scopus.com/inward/record.url?scp=85043693108&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201701689
DO - 10.1002/ejoc.201701689
M3 - Article
AN - SCOPUS:85043693108
VL - 2018
SP - 1265
EP - 1273
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 10
ER -
ID: 10524233