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An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates. / Funt, Liya D.; Tomashenko, Olesya A.; Novikov, Mikhail S.; Khlebnikov, Alexander F.

в: Synthesis, Том 50, № 24, ss-2018-z0644-fa, 17.12.2018, стр. 4809-4822.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Funt, LD, Tomashenko, OA, Novikov, MS & Khlebnikov, AF 2018, 'An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates', Synthesis, Том. 50, № 24, ss-2018-z0644-fa, стр. 4809-4822. https://doi.org/10.1055/s-0037-1610840

APA

Funt, L. D., Tomashenko, O. A., Novikov, M. S., & Khlebnikov, A. F. (2018). An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates. Synthesis, 50(24), 4809-4822. [ss-2018-z0644-fa]. https://doi.org/10.1055/s-0037-1610840

Vancouver

Funt LD, Tomashenko OA, Novikov MS, Khlebnikov AF. An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates. Synthesis. 2018 Дек. 17;50(24):4809-4822. ss-2018-z0644-fa. https://doi.org/10.1055/s-0037-1610840

Author

Funt, Liya D. ; Tomashenko, Olesya A. ; Novikov, Mikhail S. ; Khlebnikov, Alexander F. / An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates. в: Synthesis. 2018 ; Том 50, № 24. стр. 4809-4822.

BibTeX

@article{45803f52309842c89f07ab64870378b0,
title = "An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates",
abstract = "1-(3,3,3-Trifluoro-2,2-dihydroxypropyl)pyridin-1-ium bromide serves as a trifluoromethyl-containing building block for the preparation of trifluoromethyl-substituted aminopyrroles based on the 2H-azirine ring expansion strategy. The primary products, 3-aryl-2-(methoxycarbonyl)-4-(pyridin-1-ium-1-yl)-5-(trifluoromethyl) pyrrol-1-ides, can be hydrogenated by H-2/PtO2 to form alkyl 3-aryl-4-(piperidin-1-yl)5-(trifluoromethyl)-1H-pyrrole-2-carboxylates and transformed into alkyl 4-amino-3-aryl-1-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylates via methylation/hydrazinolysis.",
keywords = "trifluoromethylpyrrole, aminopyrrole, trifluoromethylated pyridinium ylide, pyridine, piperidine, PHENYL-PYRIDINIUM CHLORIDE, TRIFLUOROMETHYLATED PYRROLES, 3+2 CYCLOADDITION, 2H-AZIRINES, ISOXAZOLES, BETAINES",
author = "Funt, {Liya D.} and Tomashenko, {Olesya A.} and Novikov, {Mikhail S.} and Khlebnikov, {Alexander F.}",
year = "2018",
month = dec,
day = "17",
doi = "10.1055/s-0037-1610840",
language = "Английский",
volume = "50",
pages = "4809--4822",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "24",

}

RIS

TY - JOUR

T1 - An Azirine Strategy for the Synthesis of Alkyl 4-Amino-5-(trifluoromethyl)-1 H -pyrrole-2-carboxylates

AU - Funt, Liya D.

AU - Tomashenko, Olesya A.

AU - Novikov, Mikhail S.

AU - Khlebnikov, Alexander F.

PY - 2018/12/17

Y1 - 2018/12/17

N2 - 1-(3,3,3-Trifluoro-2,2-dihydroxypropyl)pyridin-1-ium bromide serves as a trifluoromethyl-containing building block for the preparation of trifluoromethyl-substituted aminopyrroles based on the 2H-azirine ring expansion strategy. The primary products, 3-aryl-2-(methoxycarbonyl)-4-(pyridin-1-ium-1-yl)-5-(trifluoromethyl) pyrrol-1-ides, can be hydrogenated by H-2/PtO2 to form alkyl 3-aryl-4-(piperidin-1-yl)5-(trifluoromethyl)-1H-pyrrole-2-carboxylates and transformed into alkyl 4-amino-3-aryl-1-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylates via methylation/hydrazinolysis.

AB - 1-(3,3,3-Trifluoro-2,2-dihydroxypropyl)pyridin-1-ium bromide serves as a trifluoromethyl-containing building block for the preparation of trifluoromethyl-substituted aminopyrroles based on the 2H-azirine ring expansion strategy. The primary products, 3-aryl-2-(methoxycarbonyl)-4-(pyridin-1-ium-1-yl)-5-(trifluoromethyl) pyrrol-1-ides, can be hydrogenated by H-2/PtO2 to form alkyl 3-aryl-4-(piperidin-1-yl)5-(trifluoromethyl)-1H-pyrrole-2-carboxylates and transformed into alkyl 4-amino-3-aryl-1-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylates via methylation/hydrazinolysis.

KW - trifluoromethylpyrrole

KW - aminopyrrole

KW - trifluoromethylated pyridinium ylide

KW - pyridine

KW - piperidine

KW - PHENYL-PYRIDINIUM CHLORIDE

KW - TRIFLUOROMETHYLATED PYRROLES

KW - 3+2 CYCLOADDITION

KW - 2H-AZIRINES

KW - ISOXAZOLES

KW - BETAINES

UR - http://www.scopus.com/inward/record.url?scp=85058012775&partnerID=8YFLogxK

UR - http://www.thieme-connect.de/DOI/DOI?10.1055/s-0037-1610840

UR - http://www.mendeley.com/research/azirine-strategy-synthesis-alkyl-4amino5trifluoromethyl1hpyrrole2carboxylates

U2 - 10.1055/s-0037-1610840

DO - 10.1055/s-0037-1610840

M3 - статья

VL - 50

SP - 4809

EP - 4822

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 24

M1 - ss-2018-z0644-fa

ER -

ID: 36831502