Preparation, characterization, and cycloaddition reaction of the heterocumulenes attached directly to azulenes. An efficient strategy for the preparation of azulene-substituted heterocycles |
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Authors: | Shunji Ito Tetsuo OkujimaChizuko Kabuto Noboru Morita |
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Institution: | Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan |
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Abstract: | Preparation and cycloaddition reaction of novel azulene-substituted N-sulfinylamines 1 and 2 are reported. The influence of the -NSO group on the UV-vis and NMR spectra of the azulene ring to which it is bonded is discussed. X-ray crystal analysis of 1 revealed the syn-configuration and the twisted structure of the N-sulfinylamine moiety. The synthetic utility of 1 and 2 have been explored by the cycloaddition reaction to afford novel azulene-substituted heterocycles under high-pressure conditions. We also described herein the synthesis and some properties of related 2-azulenylisothiocyanate. |
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Keywords: | azulene N-sulfinylamine isothiocyanate high-pressure cycloaddition redox behavior |
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