Synthesis of trans-dihydrodiol derivatives of phenanthro[3,4-b]-thiophene and phenanthro[4,3-b]thiophene

✍ Scribed by Subodh Kumar; Srinivasan Saravanan; Peter Reuben; Atul Kumar

• Book ID: 102344921
• Publisher: Journal of Heterocyclic Chemistry
• Year: 2005
• Tongue: English
• Weight: 239 KB
• Volume: 42
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570420714

✦ Synopsis

The present study describes the synthesis of phenanthro [3,4-b] thiophene (3), phenanthro[4,3-b]thiophene (4) andits potential dihydrodiol metabolites, trans-6,7-dihydroxy-6,7-dihydrophenanthro[3,4-b]thiophene (5) andtrans -8,9-dihydroxy-8,9-dihydrophenanthro[3,4-b]thiophene (6), trans-6,7-dihydroxy-6,7-dihydrophenanthro[4,3-b] thiophene (7) andtrans -8,9-dihydroxy-8,9-dihydrophenanthro[4,3-b]thiophene (8) from Suzuki coupled intermediates. The UV spectra of these dihydrodiols are presented. These spectra are useful tools for identifying these dihydrodiols among unknown metabolites of 1 and 2 produced in vitro or in vivo.