Organic and Biomolecular Chemistry

, volume 4 , issue 12 , pages 2477

The regioselective synthesis of aryl pyrroles

Jason A. Smith ¹

Sarah Ng ¹

Jonathon White ²

Hide authors affiliations Show authors affiliations: 2 affiliations

School of Chemistry, University of Tasmania, Hobart, Australia |

Bio21 Institute, School of Chemistry, University of Melbourne, Melbourne, Australia |

Publication type: Journal Article

Publication date: 2006-05-19

Royal Society of Chemistry (RSC)

Organic and Biomolecular Chemistry

scimago Q2

wos Q2

SJR: 0.600

CiteScore: 5.2

Impact factor: 2.7

ISSN: 14770520, 14770539

DOI: 10.1039/b604692d

Copy DOI

PubMed ID: 16763695

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

Pyrrole is a unique aromatic molecule as it can readily undergo substitution at all five positions but obtaining the desired regioisomer can prove difficult to control. We now report our results on the regioselective arylation of pyrrole, utilizing selective halogenation and the Suzuki-Miyaura reaction to prepare C4-, C5- and C3-aryl derivatives. We have applied this methodology to the synthesis of lamellarin O dimethyl ether, an intermediate in the synthesis of lukinol A.

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GOST |

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GOST Copy

Smith J. A., Ng S., White J. The regioselective synthesis of aryl pyrroles // Organic and Biomolecular Chemistry. 2006. Vol. 4. No. 12. p. 2477.

GOST all authors (up to 50) Copy

Smith J. A., Ng S., White J. The regioselective synthesis of aryl pyrroles // Organic and Biomolecular Chemistry. 2006. Vol. 4. No. 12. p. 2477.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1039/b604692d

UR - https://doi.org/10.1039/b604692d

TI - The regioselective synthesis of aryl pyrroles

T2 - Organic and Biomolecular Chemistry

AU - Smith, Jason A.

AU - Ng, Sarah

AU - White, Jonathon

PY - 2006

DA - 2006/05/19

PB - Royal Society of Chemistry (RSC)

SP - 2477

IS - 12

VL - 4

PMID - 16763695

SN - 1477-0520

SN - 1477-0539

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2006_Smith,

author = {Jason A. Smith and Sarah Ng and Jonathon White},

title = {The regioselective synthesis of aryl pyrroles},

journal = {Organic and Biomolecular Chemistry},

year = {2006},

volume = {4},

publisher = {Royal Society of Chemistry (RSC)},

month = {may},

url = {https://doi.org/10.1039/b604692d},

number = {12},

pages = {2477},

doi = {10.1039/b604692d}

}

MLA

Cite this

MLA Copy

Smith, Jason A., et al. “The regioselective synthesis of aryl pyrroles.” Organic and Biomolecular Chemistry, vol. 4, no. 12, May. 2006, p. 2477. https://doi.org/10.1039/b604692d.

Publisher

Royal Society of Chemistry (RSC)

Journal

Organic and Biomolecular Chemistry

scimago Q2

wos Q2

SJR

0.600

CiteScore

5.2

Impact factor

2.7

ISSN

14770520 (Print)

14770539 (Electronic)