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A New Synthetic Route to Heteroanthracenes. / Glukhacheva, Vera S.; Il'yasov, Sergey G.; Obraztsov, Alexander A. et al.

In: European Journal of Organic Chemistry, Vol. 2018, No. 10, 14.03.2018, p. 1265-1273.

Research output: Contribution to journal › Article › peer-review

Harvard

Glukhacheva, VS, Il'yasov, SG, Obraztsov, AA, Gatilov, YV & Eltsov, IV 2018, 'A New Synthetic Route to Heteroanthracenes', European Journal of Organic Chemistry, vol. 2018, no. 10, pp. 1265-1273. https://doi.org/10.1002/ejoc.201701689

APA

Glukhacheva, V. S., Il'yasov, S. G., Obraztsov, A. A., Gatilov, Y. V., & Eltsov, I. V. (2018). A New Synthetic Route to Heteroanthracenes. European Journal of Organic Chemistry, 2018(10), 1265-1273. https://doi.org/10.1002/ejoc.201701689

Vancouver

Glukhacheva VS, Il'yasov SG, Obraztsov AA, Gatilov YV, Eltsov IV. A New Synthetic Route to Heteroanthracenes. European Journal of Organic Chemistry. 2018 Mar 14;2018(10):1265-1273. doi: 10.1002/ejoc.201701689

Author

Glukhacheva, Vera S. ; Il'yasov, Sergey G. ; Obraztsov, Alexander A. et al. / A New Synthetic Route to Heteroanthracenes. In: European Journal of Organic Chemistry. 2018 ; Vol. 2018, No. 10. pp. 1265-1273.

BibTeX

@article{13b5dc2fcbae49a2ad667cef882637e7,
title = "A New Synthetic Route to Heteroanthracenes",
abstract = "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.",
keywords = "Cyclotrimerization, Hydrazones, Macrocycles, Nitrogen heterocycles, Synthetic methods, N,N'-DINITROUREA, N,N-DINITROUREA, CHEMISTRY, SALTS, FORMALDEHYDE, UREA NITRO-DERIVATIVES",
author = "Glukhacheva, {Vera S.} and Il'yasov, {Sergey G.} and Obraztsov, {Alexander A.} and Gatilov, {Yuri V.} and Eltsov, {Ilia V.}",
year = "2018",
month = mar,
day = "14",
doi = "10.1002/ejoc.201701689",
language = "English",
volume = "2018",
pages = "1265--1273",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "10",

}

RIS

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