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Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands. / Strelnikova, Julia O.; Koronatov, Alexander N.; Rostovskii, Nikolai V.; Khlebnikov, Alexander F.; Khoroshilova, Olesya V.; Kryukova, Mariya A.; Novikov, Mikhail S.

In: Organic Letters, Vol. 23, No. 11, 17.05.2021, p. 4173-4178.

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

Harvard

Strelnikova, JO, Koronatov, AN, Rostovskii, NV, Khlebnikov, AF, Khoroshilova, OV, Kryukova, MA & Novikov, MS 2021, 'Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands', Organic Letters, vol. 23, no. 11, pp. 4173-4178. https://doi.org/10.1021/acs.orglett.1c01092

APA

Strelnikova, J. O., Koronatov, A. N., Rostovskii, N. V., Khlebnikov, A. F., Khoroshilova, O. V., Kryukova, M. A., & Novikov, M. S. (2021). Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands. Organic Letters, 23(11), 4173-4178. https://doi.org/10.1021/acs.orglett.1c01092

Vancouver

Strelnikova JO, Koronatov AN, Rostovskii NV, Khlebnikov AF, Khoroshilova OV, Kryukova MA et al. Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands. Organic Letters. 2021 May 17;23(11):4173-4178. https://doi.org/10.1021/acs.orglett.1c01092

Author

Strelnikova, Julia O. ; Koronatov, Alexander N. ; Rostovskii, Nikolai V. ; Khlebnikov, Alexander F. ; Khoroshilova, Olesya V. ; Kryukova, Mariya A. ; Novikov, Mikhail S. / Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands. In: Organic Letters. 2021 ; Vol. 23, No. 11. pp. 4173-4178.

BibTeX

@article{4fcfbc3ed025498db85338f11113a3ea,
title = "Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands",
abstract = "1,4,8-Triazaocta-1,3,5,7-tetraenes, generated in situ by Rh2(Piv)4-catalyzed denitrogenative coupling of pyrazoles with 1-sulfonyl-1,2,3-triazoles, smoothly form 2,6,8-triazabicyclo[3.2.1]octa-3,6-dienes via intramolecular aza-Diels-Alder cycloaddition. This domino reaction, combined with the subsequent thermal or acid-catalyzed rearrangement of the cycloadducts, provides direct and flexible access to N-sulfonylated (Z)-2-(2-aminovinyl)imidazoles. ",
author = "Strelnikova, {Julia O.} and Koronatov, {Alexander N.} and Rostovskii, {Nikolai V.} and Khlebnikov, {Alexander F.} and Khoroshilova, {Olesya V.} and Kryukova, {Mariya A.} and Novikov, {Mikhail S.}",
note = "Publisher Copyright: {\textcopyright} 2021 American Chemical Society.",
year = "2021",
month = may,
day = "17",
doi = "10.1021/acs.orglett.1c01092",
language = "English",
volume = "23",
pages = "4173--4178",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "11",

}

RIS

TY - JOUR

T1 - Rhodium-Catalyzed Denitrogenative Diazole-Triazole Coupling toward Aza-Bridged Structures and Imidazole-Based Chelating Ligands

AU - Strelnikova, Julia O.

AU - Koronatov, Alexander N.

AU - Rostovskii, Nikolai V.

AU - Khlebnikov, Alexander F.

AU - Khoroshilova, Olesya V.

AU - Kryukova, Mariya A.

AU - Novikov, Mikhail S.

N1 - Publisher Copyright: © 2021 American Chemical Society.

PY - 2021/5/17

Y1 - 2021/5/17

N2 - 1,4,8-Triazaocta-1,3,5,7-tetraenes, generated in situ by Rh2(Piv)4-catalyzed denitrogenative coupling of pyrazoles with 1-sulfonyl-1,2,3-triazoles, smoothly form 2,6,8-triazabicyclo[3.2.1]octa-3,6-dienes via intramolecular aza-Diels-Alder cycloaddition. This domino reaction, combined with the subsequent thermal or acid-catalyzed rearrangement of the cycloadducts, provides direct and flexible access to N-sulfonylated (Z)-2-(2-aminovinyl)imidazoles.

AB - 1,4,8-Triazaocta-1,3,5,7-tetraenes, generated in situ by Rh2(Piv)4-catalyzed denitrogenative coupling of pyrazoles with 1-sulfonyl-1,2,3-triazoles, smoothly form 2,6,8-triazabicyclo[3.2.1]octa-3,6-dienes via intramolecular aza-Diels-Alder cycloaddition. This domino reaction, combined with the subsequent thermal or acid-catalyzed rearrangement of the cycloadducts, provides direct and flexible access to N-sulfonylated (Z)-2-(2-aminovinyl)imidazoles.

UR - http://www.scopus.com/inward/record.url?scp=85107712343&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.1c01092

DO - 10.1021/acs.orglett.1c01092

M3 - Article

C2 - 33999636

AN - SCOPUS:85107712343

VL - 23

SP - 4173

EP - 4178

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 11

ER -

ID: 85010087