New access to azido-substituted alkylnitramines

Vinogradov, Dmitriy Borisovitsh; Bulatov, Pavel Valeryevich; Petrov, Evgeny Yuryevich; Tartakovsky, Vladimir Alexandrovich

doi:10.1016/j.mencom.2021.11.008

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New access to azido-substituted alkylnitramines

Dmitriy Borisovitsh Vinogradov ¹

Dmitriy Borisovitsh Vinogradov

,

Pavel Valeryevich Bulatov ¹

Pavel Valeryevich Bulatov

,

Evgeny Yuryevich Petrov ¹

Evgeny Yuryevich Petrov

,

Vladimir Alexandrovich Tartakovsky ¹

Vladimir Alexandrovich Tartakovsky

0000-0002-2535-0539

¹ N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

10.1016/j.mencom.2021.11.008

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Published 2021-11-08

Communication , Volume 31, Issue 6, 795-796

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Vinogradov D. B. et al. New access to azido-substituted alkylnitramines // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 795-796.

GOST all authors (up to 50) Copy

Vinogradov D. B., Bulatov P. V., Petrov E. Y., Tartakovsky V. A. New access to azido-substituted alkylnitramines // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 795-796.

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TY - JOUR

DO - 10.1016/j.mencom.2021.11.008

UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.008

TI - New access to azido-substituted alkylnitramines

T2 - Mendeleev Communications

AU - Vinogradov, Dmitriy Borisovitsh

AU - Bulatov, Pavel Valeryevich

AU - Petrov, Evgeny Yuryevich

AU - Tartakovsky, Vladimir Alexandrovich

PY - 2021

DA - 2021/11/08

PB - Mendeleev Communications

SP - 795-796

IS - 6

VL - 31

ER -

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@article{2021_Vinogradov,

author = {Dmitriy Borisovitsh Vinogradov and Pavel Valeryevich Bulatov and Evgeny Yuryevich Petrov and Vladimir Alexandrovich Tartakovsky},

title = {New access to azido-substituted alkylnitramines},

journal = {Mendeleev Communications},

year = {2021},

volume = {31},

publisher = {Mendeleev Communications},

month = {Nov},

url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.008},

number = {6},

pages = {795--796},

doi = {10.1016/j.mencom.2021.11.008}

}

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Vinogradov, Dmitriy Borisovitsh, et al. “New access to azido-substituted alkylnitramines.” Mendeleev Communications, vol. 31, no. 6, Nov. 2021, pp. 795-796. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.008.

Keywords

N-nitrooxazolidine

N-nitroperhydro-1,3-oxazine

azidation

azides

chlorination

nitramine

phase transfer catalyst

thionyl chloride

α,μ-dichloro-2-nitro- 2-azaalkanes

Abstract

A new versatile access to azido-substituted N-alkylnitramines is based on ring opening in N-nitrooxazolidines and N-nitroperhydro-1,3-oxazines with thionyl chloride followed by treatment with sodium azide. Representative N,N-bis(azidoalkyl)- and N-azidoalkyl-N-methoxymethyl- containing nitramines were synthesized and characterized.

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