Some substitution reactions of thieno[3,4-b]thiophene and methyl thieno[3;4-b]thiophene-2-carboxylate

Autor: J. Feijen, Hans Wynberg
Rok vydání: 2010
Předmět:
Zdroj: Recueil des Travaux Chimiques des Pays-Bas. 89:77-87
ISSN: 0165-0513
DOI: 10.1002/recl.19700890112
Popis: The formylation of thieno[3,4-b]thiophene gives a mixture of 4-formyl- and 6-formyl-thieno[3,4-b]thiophene in a ratio of 70 : 30. Lithiation followed by formylation of the resulting organolithium compounds changes this ratio to 20 : 80. The formylation of methyl thieno[3,4-b]thiophene-2-carboxylate has been shown to give the 4- and 6-substituted isomers in a 50 : 50 ratio. The structures of the substitution products were established by oxidation and desulfurization experiments and by PMR spectroscopy.
Databáze: OpenAIRE