Synthesis of Stable 1‐Benzothiepins
1972; Wiley; Volume: 11; Issue: 5 Linguagem: Inglês
10.1002/anie.197204231
ISSN1521-3773
AutoresHans Hofmann, Bernd Meyer, Peter Hofmann,
Tópico(s)Synthesis and biological activity
ResumoAngewandte Chemie International Edition in EnglishVolume 11, Issue 5 p. 423-424 Communication Synthesis of Stable 1-Benzothiepins† Prof. Dr. Hans Hofmann, Prof. Dr. Hans Hofmann Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany)Search for more papers by this authorDipl.-Chem. Bernd Meyer, Dipl.-Chem. Bernd Meyer Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany) The preparative work is taken from the Dissertation in preparation by B. Meyer, Universität Erlangen-Nürnberg.Search for more papers by this authorDipl.-Chem. Peter Hofmann, Corresponding Author Dipl.-Chem. Peter Hofmann Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany) The HMO calculations are taken from the Dissertation in preparation by P. Hofmann, Universität Erlangen-Nürnberg.Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany)Search for more papers by this author Prof. Dr. Hans Hofmann, Prof. Dr. Hans Hofmann Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany)Search for more papers by this authorDipl.-Chem. Bernd Meyer, Dipl.-Chem. Bernd Meyer Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany) The preparative work is taken from the Dissertation in preparation by B. Meyer, Universität Erlangen-Nürnberg.Search for more papers by this authorDipl.-Chem. Peter Hofmann, Corresponding Author Dipl.-Chem. Peter Hofmann Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany) The HMO calculations are taken from the Dissertation in preparation by P. Hofmann, Universität Erlangen-Nürnberg.Institut für Organische Chemie der Universität Erlangen-Nürnberg, 852 Erlangen, Henkestrasse 42 (Germany)Search for more papers by this author First published: May 1972 https://doi.org/10.1002/anie.197204231Citations: 18 † Heterocyclic seven-membered ring compounds, Part 7—Part 6: H. Hofmann and P. Hofmann, Tetrahedron Lett. 1971, 4055. AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat No abstract is available for this article. References 1 Heterocyclic seven-membered ring compounds, Part 7—Part 6: H. Hofmann and P. Hofmann, Tetrahedron Lett. 1971, 4055. 2 The preparative work is taken from the Dissertation in preparation by B. Meyer, Universität Erlangen-Nürnberg. 3 The HMO calculations are taken from the Dissertation in preparation by P. Hofmann, Universität Erlangen-Nürnberg. 4 G. P. Scott, J. Amer. Chem. Soc. 75, 6332 (1953); K. Dimroth and G. Lenke, Chem. Ber. 89, 2608 (1956); R. H. Schlessinger and G. S. Ponticello, J. Amer. Chem. Soc. 89, 7138 (1967); Tetrahedron Lett. 1968, 3017. 5 H. Hofmann and H. Westernacher, Chem. Ber. 102, 205 (1969). 6 W. E. Parham and D. G. Weetman, J. Org. Chem. 34, 56 (1969), where previous work is cited. 7 M. J. S. Dewar and N. Trinajstić, Tetrahedron 26, 4269 (1970). 8 H.-J. Haberstroh, Dissertation, Universität Erlangen-Nürnberg 1971. 9 B. Appler, Dissertation, Universität Erlangen-Nürnberg 1972. 10 W. Steglich and G. Höfle, Angew. Chem. 81, 1001 (1969); Angew. Chem. Internat. Edit. 8, 981 (1969). 11 Correct C, H analyses are available for all the compounds; molecular weights are taken from mass spectra. 12 L. M. Jackman and S. Srernhell: Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry. 2nd Edit. Pergamon Press, Oxford 1969, p. 185. 13 F. Sondheimer and A. Shani, J. Amer. Chem. Soc. 86, 3168 (1964). 14 P. Hofmann, Diploma thesis, Universität Erlangen-Nürnberg, 1971. 15 M. J. S. Dewar and N. Trinajstić, J. Amer. Chem. Soc. 92, 1453 (1970). 16 A. Mannschreck, G. Rissmann, F. Vötgle, and D. Wild, Chem. Ber. 100, 335 (1967). 17 From Büchi, Flawil (Switzerland). 18 The numbering of the centers does not correspond to IUPAC rules. 19 E. Heilbronner and H. Bock: Das HMO-Modell und seine Anwendung. Verlag Chemie, Weinheim 1968. 20 G. Refäfelinger, Tetrahedron 27, 1635 (1971). 21 The total π-electron energy for 1-benzoxepin was calculated to be 12α + 16.949β; AE between HOMO and LUMO 0.974β. 22 The bond lengths were calculated from the bond orders of a planar model. Citing Literature Volume11, Issue5May 1972Pages 423-424 ReferencesRelatedInformation
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