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Synthesis 1989; 1989(7): 557-558
DOI: 10.1055/s-1989-27318
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1,9-Dithia-2,15-cyclohexadecadiin

Hans Schuhmacher* , Herbert Meier
  • *Institut für Organische Chemie der Universität Mainz, J.-J. Becherweg 18-22, D-6500 Mainz, Federal Republic of Germany
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Publication Date:
12 January 2006 (online)

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1,9-Dithia-2,15-cyclohexadecadiyne Cyclization of 1,7-dibromo-2-heptanone (1) with NaHS leads to 1-thia-cyclooctanone and to the 16-membered ring system 3a. The latter is transformed to the title compound 7 via the disemicarbazone 4 and the diselenadiazole 5. Both triple bonds are introduced in the last step of the synthetic sequence by a thermal fragmentation process of the 1,2,3-selenadiazole rings.

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