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Harris, P. A., Science of Synthesis Knowledge Updates, (2021) 3, 110.
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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References
| [4] | Meeeee, M.; Meeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeeeeeee, M.; Meeeeeee, M.; Meeeeeeee, M., Meeeeeeee M. Mee. Meee., (8888) 88, 8888. |
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