1-Methylindole with dimethyl acetylenedicarboxylate in acetonitrile yields dimethyl 1-methylbenz[b]azepine-3,4-dicarboxylate which adds a further mole of the indole to give the 2,3-dihydro-2-(3-indolyl) derivative, the structure of which has been established by X-ray diffraction.
R. M. Acheson and J. N. Bridson, J. Chem. Soc. D, 1971, 1225 DOI: 10.1039/C29710001225
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