The reaction of indoles with dimethyl acetylenedicarboxylate

Abstract
1,3-Dimethylindole reacts with dimethylacetylenedicarboxylate in the presence of BF3–Et2O to give the benzazepine (3; R H), the maleate (4), and the fumarate (5); 1,2,3-trimethylindole under similar conditions reacted to give the benzazepine (3, R Me) and the dienone (6).

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