• Thiophenes and thiapyrans - Part XI. A new route to polycyclic thiophenes

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    • Keywords


      Thiophene; Picrate; Dibenzothiophene; Aqueous Sodium Hydroxide; Raney Nickel

    • Abstract


      Polycyclic thiophenes have been prepared starting from aryl thiols and 2-bromo-1-tetralone (1). Condensation of thiophenol with (I) gave 2-(phenylmercapto)-1-tetralone, which on cyclization gave 1:2-dihydro-3:4-benzo-9-thiafluorene. Dehydrogenation of the latter gave 3:4-benzo-9-thiafluorene (overall yield 72%). Starting fromβ-thionaphthol andα-thionaphthol, 3:4:5:6-benzo-9-thiafluorene (V) and 1:2:5:6-dibenzo-9-thiafluorene (VI) were synthesized similarly (overall yield, 78% and 76% respectively).

    • Author Affiliations


      K Rabindran1 B D Tilak1

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


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