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Communication | Regular issue | Vol 12, No. 9, 1979, pp.1153-1156
Published online, 1st January, 1970
DOI: 10.3987/R-1979-09-1153
Strained Cyclic Acetylenes, VII. Addition of Sulfur and Pyridine-N-oxide to Seven Membered Cycloalkynes

Adolf Krebs,* Horst Colberg, Ulrich Höpfner, Horst Kimling, and Johannes Odenthal

*Institute of Organic Chemistry and Biochemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-2000 Hamburg 13, Germany

Abstract

The first isolable dialkyl dithietes, 3 and 4, which are not stabilized by strongly electron withdrawing substituents, have been prepared from sulfur and the seven membered cycloalkynes, 1 and 2, respectively. The first 2H-azepine, 9, has been synthesized by reaction of 1 with pyridine-N-oxide, and its structure has been determined by an X-ray analysis. It rearranges on heating to the pyridine derivative 11.