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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

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IMPACT FACTOR 2016: 0.631

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1865-7117
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Volume 71, Issue 6

Issues

A short synthesis of pyridines from deprotonated α-aminonitriles by an alkylation/RCM sequence

Carina Weber
  • Johannes Gutenberg-University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany
  • Other articles by this author:
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/ Marco M. Nebe
  • Johannes Gutenberg-University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Lukas P.V. Kaluza
  • Johannes Gutenberg-University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany
  • Other articles by this author:
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/ Till Opatz
  • Corresponding author
  • Johannes Gutenberg-University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany, Fax: +496131-39-22338
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Published Online: 2016-04-12 | DOI: https://doi.org/10.1515/znb-2016-0005

Abstract

α-Aminonitriles can serve as versatile key precursors for the synthesis of nitrogen containing heterocycles. After unsuccessful trials involving the [1,2]-Stevens rearrangement of nitrile-stabilized ammonium ylides, we herein report a simple three-step synthesis of substituted pyridines based on an alkylation/ring-closing metathesis/aromatization sequence.

Keywords: α-aminonitriles; nitrogen heterocycles; olefin metathesis; pyridines; Stevens rearrangement

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About the article

Received: 2016-01-07

Accepted: 2016-02-02

Published Online: 2016-04-12

Published in Print: 2016-06-01


Citation Information: Zeitschrift für Naturforschung B, Volume 71, Issue 6, Pages 633–641, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2016-0005.

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[2]
Carina Weber, Marco M. Nebe, Lukas P.V. Kaluza, and Till Opatz
ChemInform, 2016, Volume 47, Number 42

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