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Preparation and ultraviolet absorption spectra of the isomeric naphthobenzothiophenes and naphthobenzofurans
Authors:E. Campaigne  S. W. Osborn
Abstract:Naphtho[2,1-b]benzothiophene has been synthesized unequivocally by the ring closure of 2-phenylmercapto-1-tetralone, followed by dehydrogenation of the resulting dihydro derivative. The other isomeric naphthobenzothiophenes have been prepared by modifications of known methods and their ultraviolet absorption spectra have been compared. Condensation of α-naphthol with 2-chlorocyclohexanone leads to 7,8,9,10-tetrahydronaphtho-[1,2--6]benzofuran, which can be readily dehydrogenated with selenium to naphtho[1,2-b]-benzofuran. The ultraviolet spectra of the naphthobenzofurans are reported, and compared to their sulfur analogs.
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