Paper
Some substitution reactions of thieno[3,4-b]thiophene and methyl thieno[3;4-b]thiophene-2-carboxylate
Published Sep 2, 2010 · H. Wynberg, J. Feijen
Recueil des Travaux Chimiques des Pays-Bas
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Abstract
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.
Formylation of thieno[3,4-b]thiophene produces a mixture of 4-formyl- and 6-formyl-thieno[3,4-b]thiophene in a 70:30 ratio, while formylation of methyl thieno[3,4-
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