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DOI: 10.1055/sos-SD-110-02000

Harris, P. A.Science of Synthesis Knowledge Updates, (20213110.

An efficient procedure for the preparation of indolo[1,2-c]quinazoline (2) in good yield is the palladium-catalyzed cyclization of 2,2-(ethyne-1,2-diyl)dianiline (5) using dimethylformamide dimethyl acetal (Scheme 2).[‌4‌] The reaction likely proceeds through initial formylation of one of the amino groups of 5, along with coordination/activation of the triple bond with palladium, to give intermediate 6. Cyclization to 2-(2-aminophenyl)-1H-indole-1-carbaldehyde (7) followed by a second cyclization and subsequent dehydration affords indolo[1,2-c]quinazoline (2).

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