SYNTHESIS OF 2,5-BIS(4-METHYL-2-THIENYL)THIOPHENE AND 2,5-BIS(4-METHYL-2-THIENYL)PYRROLE

摘要

Syntheses of 2,5-bis(4-methyl-2-thienyl) thiophene 3 and 2,5-bis (4-methyl-2-thienyl)pyrrole 4 are described. The key step involves Stetter reaction between 4-methyl-2-thiophenecarboxaldehyde and divinyl sulfone. Cyclizaton of the resulting 1,4-bis-(4-methyl-2-thienyl)-1,4-butanedione 2 with Lawesson's reagent gives 2,5-bis(4-methyl-2-thienyl)thiophene 3, whereas condensation with ammonium acetate provides the 2,5-bis(4-methyl-2-thienyl)pyrrole 4. [References: 12]