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An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives. / Paromov, Artyom E.; Sysolyatin, Sergey V.; Gatilov, Yuri V.

In: Journal of Energetic Materials, Vol. 35, No. 3, 03.07.2017, p. 363-373.

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

Harvard

Paromov, AE, Sysolyatin, SV & Gatilov, YV 2017, 'An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives', Journal of Energetic Materials, vol. 35, no. 3, pp. 363-373. https://doi.org/10.1080/07370652.2016.1194499

APA

Paromov, A. E., Sysolyatin, S. V., & Gatilov, Y. V. (2017). An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives. Journal of Energetic Materials, 35(3), 363-373. https://doi.org/10.1080/07370652.2016.1194499

Vancouver

Paromov AE, Sysolyatin SV, Gatilov YV. An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives. Journal of Energetic Materials. 2017 Jul 3;35(3):363-373. doi: 10.1080/07370652.2016.1194499

Author

Paromov, Artyom E. ; Sysolyatin, Sergey V. ; Gatilov, Yuri V. / An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives. In: Journal of Energetic Materials. 2017 ; Vol. 35, No. 3. pp. 363-373.

BibTeX

@article{ba7817c468c04400bc8e1b392c92a3ce,
title = "An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives",
abstract = "A condensation between mesylamide and glyoxal under highly acidic conditions was studied. A series of new compounds whose structures contain a moiety of oxaazatetracyclo[5.5.0.03,11.05,9]dodecane were synthesized. The synthesis processes were optimized and main factors affecting the assembling of cage products were revealed. Assumptions are made regarding the formation mechanism of these chemical entities. For the first time, compounds have been obtained that include moieties of 2,6,8-trioxa-4,10,12-triazatetracyclo[5.5.0.03,11.05,9]dodecane and 2,4,6-trioxa-8,10,12-triazatetracyclo[5.5.0.03,11.05,9]dodecane. An X-ray diffraction analysis of the new compounds was performed.",
keywords = "Cage compounds, cyclization, domino reactions, nitrogen heterocycles, oxygen heterocycles",
author = "Paromov, {Artyom E.} and Sysolyatin, {Sergey V.} and Gatilov, {Yuri V.}",
year = "2017",
month = jul,
day = "3",
doi = "10.1080/07370652.2016.1194499",
language = "English",
volume = "35",
pages = "363--373",
journal = "Journal of Energetic Materials",
issn = "0737-0652",
publisher = "Taylor and Francis Ltd.",
number = "3",

}

RIS

TY - JOUR

T1 - An Acid-Catalyzed Cascade Synthesis of Oxaazatetracyclo [5.5.0.03,11.05,9]dodecane Derivatives

AU - Paromov, Artyom E.

AU - Sysolyatin, Sergey V.

AU - Gatilov, Yuri V.

PY - 2017/7/3

Y1 - 2017/7/3

N2 - A condensation between mesylamide and glyoxal under highly acidic conditions was studied. A series of new compounds whose structures contain a moiety of oxaazatetracyclo[5.5.0.03,11.05,9]dodecane were synthesized. The synthesis processes were optimized and main factors affecting the assembling of cage products were revealed. Assumptions are made regarding the formation mechanism of these chemical entities. For the first time, compounds have been obtained that include moieties of 2,6,8-trioxa-4,10,12-triazatetracyclo[5.5.0.03,11.05,9]dodecane and 2,4,6-trioxa-8,10,12-triazatetracyclo[5.5.0.03,11.05,9]dodecane. An X-ray diffraction analysis of the new compounds was performed.

AB - A condensation between mesylamide and glyoxal under highly acidic conditions was studied. A series of new compounds whose structures contain a moiety of oxaazatetracyclo[5.5.0.03,11.05,9]dodecane were synthesized. The synthesis processes were optimized and main factors affecting the assembling of cage products were revealed. Assumptions are made regarding the formation mechanism of these chemical entities. For the first time, compounds have been obtained that include moieties of 2,6,8-trioxa-4,10,12-triazatetracyclo[5.5.0.03,11.05,9]dodecane and 2,4,6-trioxa-8,10,12-triazatetracyclo[5.5.0.03,11.05,9]dodecane. An X-ray diffraction analysis of the new compounds was performed.

KW - Cage compounds

KW - cyclization

KW - domino reactions

KW - nitrogen heterocycles

KW - oxygen heterocycles

UR - http://www.scopus.com/inward/record.url?scp=84975298251&partnerID=8YFLogxK

U2 - 10.1080/07370652.2016.1194499

DO - 10.1080/07370652.2016.1194499

M3 - Article

AN - SCOPUS:84975298251

VL - 35

SP - 363

EP - 373

JO - Journal of Energetic Materials

JF - Journal of Energetic Materials

SN - 0737-0652

IS - 3

ER -

ID: 9976975