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Communication | Special issue | Vol 18, No. 1, 1982, pp.137-143
Published online, 1st January, 1970
DOI: 10.3987/S(B)-1982-01-0137
Synthesis and Properties of Derivatives of Cyclopenta[b]pyran and Cyclopenta[b]thiapyran Isoelectronic with Azulene

Masahiko Iyoda, Yoshio Aso, and Masazumi Nakagawa*

*Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560-8531, Japan


Cyclopenta[b]pyran and cyclopenta[b]thiapyran derivatives isoelectronic with azulene have been synthesized by intramolecular cyclization of substituted octadienyne-dials. The cyclization reaction of octadienyne-dials proceeds regiospecifically and the formation of cyclopenta[b]pyrans and/or cyclopenta[b]thiapyrans depends on a subtle variety of the reaction conditions.