The nitration of naphtho[2,1-b]thiophen has been shown to give the 2-nitro-derivative as the sole product. This has been proved by reduction, acetylation, and desulphurisation to the known N-acetyl-2-(1-naphthyl)ethylamine. Formylation, acylation, lithiation, and mercuration also take place in the 2-position. Bromination gives a mixture of 2-bromo- and 2,5-dibromo-naphtho[2,1-b]thiophen.
K. Clarke, G. Rawson and R. M. Scrowston, J. Chem. Soc. C, 1969, 537 DOI: 10.1039/J39690000537
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