Science of Synthesis

Harris, P. A., Science of Synthesis Knowledge Updates, (2021) 3, 143.

12-Arylindolo[1,2-c]quinazolin-6(5H)-ones ‌109‌ can be accessed through the palladium-catalyzed direct arylation of indolo[1,2-c]quinazolin-6(5H)-one (‌108‌) with aryl bromides (‌Scheme 32‌).[‌31‌] The phosphine ligand 2-(dicyclohexylphosphino)-2′-(dimethylamino)biphenyl (DavePhos) combined with palladium(II) acetate is the optimal catalyst for this reaction. The best yields are obtained with electron-withdrawing substituents at the para position of the aryl bromide. At the ortho position, the small cyano group can be tolerated but bulkier substituents do not work.

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