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Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization : Access to 6-Halonicotinates. / Galenko, Alexey V.; Shakirova, Firuza M.; Galenko, Ekaterina E.; Novikov, Mikhail S.; Khlebnikov, Alexander F.

In: Journal of Organic Chemistry, Vol. 82, No. 10, 19.05.2017, p. 5367-5379.

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

Harvard

Galenko, AV, Shakirova, FM, Galenko, EE, Novikov, MS & Khlebnikov, AF 2017, 'Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization: Access to 6-Halonicotinates', Journal of Organic Chemistry, vol. 82, no. 10, pp. 5367-5379. https://doi.org/10.1021/acs.joc.7b00736

APA

Galenko, A. V., Shakirova, F. M., Galenko, E. E., Novikov, M. S., & Khlebnikov, A. F. (2017). Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization: Access to 6-Halonicotinates. Journal of Organic Chemistry, 82(10), 5367-5379. https://doi.org/10.1021/acs.joc.7b00736

Vancouver

Galenko AV, Shakirova FM, Galenko EE, Novikov MS, Khlebnikov AF. Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization: Access to 6-Halonicotinates. Journal of Organic Chemistry. 2017 May 19;82(10):5367-5379. https://doi.org/10.1021/acs.joc.7b00736

Author

Galenko, Alexey V. ; Shakirova, Firuza M. ; Galenko, Ekaterina E. ; Novikov, Mikhail S. ; Khlebnikov, Alexander F. / Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization : Access to 6-Halonicotinates. In: Journal of Organic Chemistry. 2017 ; Vol. 82, No. 10. pp. 5367-5379.

BibTeX

@article{d15483566493458cb6456ac786b775a1,
title = "Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization: Access to 6-Halonicotinates",
abstract = "An efficient synthesis of methyl nicotinates/6-halonicotinates by the domino isomerization of 4-propargyl/(3-halopropargyl)-5-methoxyisoxazoles under Fe(II)/Au(I) relay catalysis was developed. It was found that FeNTf2 is an effective catalyst for first step of the domino isomerization, transformation of isoxazole to 2H-azirine, which is compatible with Ph3PAuNTf2, catalyzing the second step.",
author = "Galenko, {Alexey V.} and Shakirova, {Firuza M.} and Galenko, {Ekaterina E.} and Novikov, {Mikhail S.} and Khlebnikov, {Alexander F.}",
note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",
year = "2017",
month = may,
day = "19",
doi = "10.1021/acs.joc.7b00736",
language = "English",
volume = "82",
pages = "5367--5379",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "10",

}

RIS

TY - JOUR

T1 - Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization

T2 - Access to 6-Halonicotinates

AU - Galenko, Alexey V.

AU - Shakirova, Firuza M.

AU - Galenko, Ekaterina E.

AU - Novikov, Mikhail S.

AU - Khlebnikov, Alexander F.

N1 - Publisher Copyright: © 2017 American Chemical Society.

PY - 2017/5/19

Y1 - 2017/5/19

N2 - An efficient synthesis of methyl nicotinates/6-halonicotinates by the domino isomerization of 4-propargyl/(3-halopropargyl)-5-methoxyisoxazoles under Fe(II)/Au(I) relay catalysis was developed. It was found that FeNTf2 is an effective catalyst for first step of the domino isomerization, transformation of isoxazole to 2H-azirine, which is compatible with Ph3PAuNTf2, catalyzing the second step.

AB - An efficient synthesis of methyl nicotinates/6-halonicotinates by the domino isomerization of 4-propargyl/(3-halopropargyl)-5-methoxyisoxazoles under Fe(II)/Au(I) relay catalysis was developed. It was found that FeNTf2 is an effective catalyst for first step of the domino isomerization, transformation of isoxazole to 2H-azirine, which is compatible with Ph3PAuNTf2, catalyzing the second step.

UR - http://www.scopus.com/inward/record.url?scp=85019360665&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.7b00736

DO - 10.1021/acs.joc.7b00736

M3 - Article

C2 - 28452217

AN - SCOPUS:85019360665

VL - 82

SP - 5367

EP - 5379

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 10

ER -

ID: 97811320