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Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems. / Sukhanov, Gennady T.; Filippova, Yuliya V.; Sukhanova, Anna G. et al.

In: Chemistry of Heterocyclic Compounds, Vol. 55, No. 12, 01.12.2019, p. 1197-1203.

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

Harvard

Sukhanov, GT, Filippova, YV, Sukhanova, AG, Bagryanskaya, IY & Bosov, KK 2019, 'Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems', Chemistry of Heterocyclic Compounds, vol. 55, no. 12, pp. 1197-1203. https://doi.org/10.1007/s10593-019-02601-7

APA

Sukhanov, G. T., Filippova, Y. V., Sukhanova, A. G., Bagryanskaya, I. Y., & Bosov, K. K. (2019). Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems. Chemistry of Heterocyclic Compounds, 55(12), 1197-1203. https://doi.org/10.1007/s10593-019-02601-7

Vancouver

Sukhanov GT, Filippova YV, Sukhanova AG, Bagryanskaya IY, Bosov KK. Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems. Chemistry of Heterocyclic Compounds. 2019 Dec 1;55(12):1197-1203. doi: 10.1007/s10593-019-02601-7

Author

Sukhanov, Gennady T. ; Filippova, Yuliya V. ; Sukhanova, Anna G. et al. / Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems. In: Chemistry of Heterocyclic Compounds. 2019 ; Vol. 55, No. 12. pp. 1197-1203.

BibTeX

@article{48aaebae03cf454fbac4273b74a6ab25,
title = "Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems",
abstract = "1-(Adamantan-1-yl)-1H-1,2,3-triazoles and a series of 1-(adamantan-1-yl)-3-alkyl-1,2,3-triazolium salts were synthesized by regioselective adamantylation of 1,2,3-triazole derivatives. The direction of the attack by the adamantyl cation at the N-1 nitrogen atom and the regioselectivity of the processes of adamantylation and quaternization are ensured by a number of factors: the specificity of the properties of the high-acid systems AdOH–HClO4 and AdOH–H2SO4, as well as the structural aspect and high reactivity of adamantan-1-ol.",
keywords = "1,2,3-triazole, 1-(adamantan-1-yl)-1H-1,2,3-triazole, 1-(adamantan-1-yl)-3-alkyl-1,2,3-triazolium salt, adamantan-1-ol, adamantylation, alkyl sulfate, perchloric acid, quaternization, regioselectivity, sulfuric acid, ACID, ALKYLATION, 4(5)-NITRO-1,2,3-TRIAZOLE, SELECTIVE SYNTHESIS, DERIVATIVES",
author = "Sukhanov, {Gennady T.} and Filippova, {Yuliya V.} and Sukhanova, {Anna G.} and Bagryanskaya, {Irina Yu} and Bosov, {Konstantin K.}",
year = "2019",
month = dec,
day = "1",
doi = "10.1007/s10593-019-02601-7",
language = "English",
volume = "55",
pages = "1197--1203",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer New York",
number = "12",

}

RIS

TY - JOUR

T1 - Synthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH–HClO4 and AdOH–H2SO4 Systems

AU - Sukhanov, Gennady T.

AU - Filippova, Yuliya V.

AU - Sukhanova, Anna G.

AU - Bagryanskaya, Irina Yu

AU - Bosov, Konstantin K.

PY - 2019/12/1

Y1 - 2019/12/1

N2 - 1-(Adamantan-1-yl)-1H-1,2,3-triazoles and a series of 1-(adamantan-1-yl)-3-alkyl-1,2,3-triazolium salts were synthesized by regioselective adamantylation of 1,2,3-triazole derivatives. The direction of the attack by the adamantyl cation at the N-1 nitrogen atom and the regioselectivity of the processes of adamantylation and quaternization are ensured by a number of factors: the specificity of the properties of the high-acid systems AdOH–HClO4 and AdOH–H2SO4, as well as the structural aspect and high reactivity of adamantan-1-ol.

AB - 1-(Adamantan-1-yl)-1H-1,2,3-triazoles and a series of 1-(adamantan-1-yl)-3-alkyl-1,2,3-triazolium salts were synthesized by regioselective adamantylation of 1,2,3-triazole derivatives. The direction of the attack by the adamantyl cation at the N-1 nitrogen atom and the regioselectivity of the processes of adamantylation and quaternization are ensured by a number of factors: the specificity of the properties of the high-acid systems AdOH–HClO4 and AdOH–H2SO4, as well as the structural aspect and high reactivity of adamantan-1-ol.

KW - 1,2,3-triazole

KW - 1-(adamantan-1-yl)-1H-1,2,3-triazole

KW - 1-(adamantan-1-yl)-3-alkyl-1,2,3-triazolium salt

KW - adamantan-1-ol

KW - adamantylation

KW - alkyl sulfate

KW - perchloric acid

KW - quaternization

KW - regioselectivity

KW - sulfuric acid

KW - ACID

KW - ALKYLATION

KW - 4(5)-NITRO-1,2,3-TRIAZOLE

KW - SELECTIVE SYNTHESIS

KW - DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85077142921&partnerID=8YFLogxK

U2 - 10.1007/s10593-019-02601-7

DO - 10.1007/s10593-019-02601-7

M3 - Article

AN - SCOPUS:85077142921

VL - 55

SP - 1197

EP - 1203

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 12

ER -

ID: 23002820