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Synthesis of certain 5‐substituted thieno[2,3‐ b ]thiophene‐2‐sulfonamides and thieno[2,3‐ b ]thiophene‐2‐sulfonamide 6,6‐dioxides
Author(s) -
Chen HwangHsing,
May Jesse A.,
Lynch Vincent M.
Publication year - 1999
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.5570360138
Subject(s) - thiophene , chemistry , sulfonamide , carbonic anhydrase , medicinal chemistry , combinatorial chemistry , organic chemistry , stereochemistry , enzyme
A series of the title compounds were prepared for evaluation as inhibitors of carbonic anhydrase II. Oxidation of 5‐substituted thieno[2,3‐ b ]thiophene‐2‐sulfonamides provided the first examples of thiophene[2,3‐ b ]thiophene‐2‐sulfonarnide 6,6‐dioxides. These cyclic vinyl sulfones readily underwent addi tion to give predominately that 4,5‐ cis addition product.