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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences


IMPACT FACTOR 2018: 0.961

CiteScore 2018: 0.91

SCImago Journal Rank (SJR) 2018: 0.263
Source Normalized Impact per Paper (SNIP) 2018: 0.505

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1865-7117
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Volume 45, Issue 12

Issues

Zum Cycloadditionsverhalten von 5-Azido-4-trifluormethyl-1,3-azolen / Cycloaddition Reactions with 5-Azido-4-trifluoromethyl-1,3-azoles

Klaus Burger
  • Institut für Organische Chemie der Technischen Universität München, Lichtenbergstraße 4, D-8046 Garching, BRD
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/ Eva Höß
  • Institut für Organische Chemie der Technischen Universität München, Lichtenbergstraße 4, D-8046 Garching, BRD
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/ Norbert Sewald
  • Institut für Organische Chemie der Technischen Universität München, Lichtenbergstraße 4, D-8046 Garching, BRD
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/ Klaus Geith
  • Institut für Organische Chemie der Technischen Universität München, Lichtenbergstraße 4, D-8046 Garching, BRD
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/ Jürgen Riede
  • Institut für Anorganische Chemie der Technischen Universität München, Lichtenbergstraße 4, D-8046 Garching, BRD
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/ Peter Bissinger
  • Institut für Anorganische Chemie der Technischen Universität München, Lichtenbergstraße 4, D-8046 Garching, BRD
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Published Online: 2014-06-02 | DOI: https://doi.org/10.1515/znb-1990-1217

[3+2] Cycloaddition reactions of 5-azido-4-trifluoromethyl-1,3-azoles with various CC multiple bond systems are described. On reaction of 5-azido-4-trifluoromethylthiazoles 2 with 2,3-dimethylbuta-1,3-diene no [3+2] cycloaddition products could be isolated, 5,6-dihydro-2 H-pyrane 19 was formed exclusively. Photolysis of 1,2,3-triazoles 23, 24, obtained from 2 and electron deficient alkynes, yields imidazo[5,1-b]thiazoles 28. This photoreaction can be interpreted mechanistically as a “Thio-Cornforth-Reaction”.

About the article

Received: 1990-07-23

Published Online: 2014-06-02

Published in Print: 1990-12-01


Citation Information: Zeitschrift für Naturforschung B, Volume 45, Issue 12, Pages 1695–1708, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-1990-1217.

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© 1946 – 2014: Verlag der Zeitschrift für Naturforschung. This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License. BY-NC-ND 3.0

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