The Vilsmeier–Haack formylation of 3-methoxybenzo[b]thiophen at moderate temperature leads to 2-formyl-3-methoxybenzo[b]thiophen, and under more drastic conditions, to 3-chloro-2-formylbenzo[b]thiophen. 4-Methoxybenzo[b]thiophen undergoes formylation in the benzene ring, to give 7-formyl-4-methoxybenzo[b]thiophen.
A. Ricci, D. Balucani and N. P. Buu-Hoï, J. Chem. Soc. C, 1967, 779 DOI: 10.1039/J39670000779
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