, volume 14 , issue 14 , pages 3768-3771

A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives

Alexander F Khlebnikov ¹

Maria V Golovkina ¹

Mikhail S. Novikov ¹

Dmitry S. Yufit ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Department of Chemistry, Saint Petersburg State University, Universitetskii pr. 26, 198504 St. Petersburg, Russia, and Department of Chemistry, University of Durham, Durham, South Road, DH1 3LE, U.K. |

Publication type: Journal Article

Publication date: 2012-07-05

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/ol3016594

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PubMed ID: 22765306

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A flexible approach to unknown 1-(1H-pyrrol-3-yl)pyridinium salts with selective control of the substitution patterns, by the reaction of pyridinium ylides with 2H-azirines, is disclosed. 3-(Pyridinium-1-yl)pyrrolides, a new type of stable ylide, were prepared from these salts in high yields by treatment with base. Atmospheric-pressure hydrogenation of the ylides with Adams' catalyst lead to 1-(pyrrol-3-yl)piperidines in good yields.

Found

17 citations

Novikov Mikhail

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Khlebnikov A. F. et al. A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives // Organic Letters. 2012. Vol. 14. No. 14. pp. 3768-3771.

GOST all authors (up to 50) Copy

Khlebnikov A. F., Golovkina M. V., Novikov M. S., Yufit D. S. A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives // Organic Letters. 2012. Vol. 14. No. 14. pp. 3768-3771.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/ol3016594

UR - https://doi.org/10.1021/ol3016594

TI - A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives

T2 - Organic Letters

AU - Khlebnikov, Alexander F

AU - Golovkina, Maria V

AU - Novikov, Mikhail S.

AU - Yufit, Dmitry S.

PY - 2012

DA - 2012/07/05

PB - American Chemical Society (ACS)

SP - 3768-3771

IS - 14

VL - 14

PMID - 22765306

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2012_Khlebnikov,

author = {Alexander F Khlebnikov and Maria V Golovkina and Mikhail S. Novikov and Dmitry S. Yufit},

title = {A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives},

journal = {Organic Letters},

year = {2012},

volume = {14},

publisher = {American Chemical Society (ACS)},

month = {jul},

url = {https://doi.org/10.1021/ol3016594},

number = {14},

pages = {3768--3771},

doi = {10.1021/ol3016594}

}

MLA

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MLA Copy

Khlebnikov, Alexander F., et al. “A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives.” Organic Letters, vol. 14, no. 14, Jul. 2012, pp. 3768-3771. https://doi.org/10.1021/ol3016594.