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Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles : Regioselective Synthesis of 5-Sulfonamidoimidazoles. / Strelnikova, Julia O.; Rostovskii, Nikolai V.; Starova, Galina L.; Khlebnikov, Alexander F.; Novikov, Mikhail S.

In: Journal of Organic Chemistry, Vol. 83, No. 18, 21.09.2018, p. 11232-11244.

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

Harvard

Strelnikova, JO, Rostovskii, NV, Starova, GL, Khlebnikov, AF & Novikov, MS 2018, 'Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles', Journal of Organic Chemistry, vol. 83, no. 18, pp. 11232-11244. https://doi.org/10.1021/acs.joc.8b01809

APA

Strelnikova, J. O., Rostovskii, N. V., Starova, G. L., Khlebnikov, A. F., & Novikov, M. S. (2018). Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles. Journal of Organic Chemistry, 83(18), 11232-11244. https://doi.org/10.1021/acs.joc.8b01809

Vancouver

Strelnikova JO, Rostovskii NV, Starova GL, Khlebnikov AF, Novikov MS. Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles. Journal of Organic Chemistry. 2018 Sep 21;83(18):11232-11244. https://doi.org/10.1021/acs.joc.8b01809

Author

Strelnikova, Julia O. ; Rostovskii, Nikolai V. ; Starova, Galina L. ; Khlebnikov, Alexander F. ; Novikov, Mikhail S. / Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles : Regioselective Synthesis of 5-Sulfonamidoimidazoles. In: Journal of Organic Chemistry. 2018 ; Vol. 83, No. 18. pp. 11232-11244.

BibTeX

@article{c8c9937bb98543fda3ed6cc6c9faa862,
title = "Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles",
abstract = "An effective method for the synthesis of fully substituted 5-sulfonamidoimidazoles by Rh(II)-catalyzed transannulation of 1,2,4-oxadiazole derivatives with N-sulfonyl-1,2,3-triazoles is reported. The reaction works well with both aromatic 1,2,4-oxadiazoles and 1,2,4-oxadiazol-5-ones providing a flexible approach to N-(alkoxy/amino)carbonyl- and N-alkyl-substituted imidazoles. Both the disclosed reactions are completely regioselective and provide the first examples of a carbenoid-mediated transformation of N,N,O-heterocycles.",
author = "Strelnikova, {Julia O.} and Rostovskii, {Nikolai V.} and Starova, {Galina L.} and Khlebnikov, {Alexander F.} and Novikov, {Mikhail S.}",
year = "2018",
month = sep,
day = "21",
doi = "10.1021/acs.joc.8b01809",
language = "English",
volume = "83",
pages = "11232--11244",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "18",

}

RIS

TY - JOUR

T1 - Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles

T2 - Regioselective Synthesis of 5-Sulfonamidoimidazoles

AU - Strelnikova, Julia O.

AU - Rostovskii, Nikolai V.

AU - Starova, Galina L.

AU - Khlebnikov, Alexander F.

AU - Novikov, Mikhail S.

PY - 2018/9/21

Y1 - 2018/9/21

N2 - An effective method for the synthesis of fully substituted 5-sulfonamidoimidazoles by Rh(II)-catalyzed transannulation of 1,2,4-oxadiazole derivatives with N-sulfonyl-1,2,3-triazoles is reported. The reaction works well with both aromatic 1,2,4-oxadiazoles and 1,2,4-oxadiazol-5-ones providing a flexible approach to N-(alkoxy/amino)carbonyl- and N-alkyl-substituted imidazoles. Both the disclosed reactions are completely regioselective and provide the first examples of a carbenoid-mediated transformation of N,N,O-heterocycles.

AB - An effective method for the synthesis of fully substituted 5-sulfonamidoimidazoles by Rh(II)-catalyzed transannulation of 1,2,4-oxadiazole derivatives with N-sulfonyl-1,2,3-triazoles is reported. The reaction works well with both aromatic 1,2,4-oxadiazoles and 1,2,4-oxadiazol-5-ones providing a flexible approach to N-(alkoxy/amino)carbonyl- and N-alkyl-substituted imidazoles. Both the disclosed reactions are completely regioselective and provide the first examples of a carbenoid-mediated transformation of N,N,O-heterocycles.

UR - http://www.scopus.com/inward/record.url?scp=85052327905&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.8b01809

DO - 10.1021/acs.joc.8b01809

M3 - Article

AN - SCOPUS:85052327905

VL - 83

SP - 11232

EP - 11244

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 18

ER -

ID: 35263604