• Thiophenes and thiapyrans - Part X. 1∶2-benzo-9-thiafluorene and 3∶4-benzo-9-thiafluorene

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/seca/037/04/0564-0570

    • Keywords

       

      Dehydrogenation; Thiophene; Cyclohexanone; Picrate; Colourless Needle

    • Abstract

       

      The hitherto unknown angular benzo-9-thiafluorenes, 1∶2-benzo-9-thiafluorene (II) and 3∶4-benzo-9-thiafluorene (III) have been synthesized. The former was prepared starting from α-thionaphthol and 2-bromocyclohexanone. Condensation of these compounds gave 2-(α-naphthylmercapto) cyclohexanone (IV) which on cyclization and dehydrogenation gave (II). The constitution of (II) was proved by its unambiguous synthesis starting from 8-chloro-1-thionaphthol and 2-bromocyclohexanone. Starting from β-thionaphthol, (III) was prepared by similar steps. The constitution of (III) followed from its non-identity with 2∶3-benzo-9-thiafluorene.

    • Author Affiliations

       

      K Rabindran1 B D Tilak1

      1. Department of Chemical Technology, University of Bombay, Bombay, India
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