Synthesis of  trans ‐dihydrodiol derivatives of phenanthro[3,4‐ b ]‐thiophene and phenanthro[4,3‐ b ]thiophene | Zendy

Kumar Subodh | Zendy; Saravanan Srinivasan | Zendy; Reuben Peter | Zendy; Kumar Atul | Zendy

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

Author(s) -

Kumar Subodh,

Saravanan Srinivasan,

Reuben Peter,

Kumar Atul

Publication year - 2005

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570420714

Subject(s) - thiophene , chemistry , stereochemistry , organic chemistry

The present study describes the synthesis of phenanthro[3,4‐ b ]thiophene (3) , phenanthro[4,3‐ b ]thiophene (4) and its potential dihydrodiol metabolites, trans ‐6,7‐dihydroxy‐6,7‐dihydrophenanthro[3,4‐ b ]thiophene (5) and trans ‐8,9‐dihydroxy‐8,9‐dihydrophenanthro[3,4‐ b ]thiophene (6) , trans –6,7‐dihydroxy‐6,7‐dihydro‐phenanthro[4,3‐ b ]thiophene (7) and trans ‐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.

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