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2.6.2.1.2.7 Amidine Directing Groups

DOI: 10.1055/sos-SD-218-00088

Zhang, H.; Liu, C.; Lei, A.Science of Synthesis: Catalytic Transformations via C—H Activation, (20152165.

N-Arylamidines 47 react with carbon monoxide to give quinazolin-4(3H)-ones 48 through palladium-catalyzed intramolecular C(sp2)—H carbonylation (Scheme 25).[‌37‌] Various 2-aryl- and 2-alkylquinazolin-4(3H)-ones are obtained in reasonable to good yields. The reaction proceeds smoothly with electron-rich N-arylamidines but substrates with electron-withdrawing groups do not react under the standard reaction conditions.

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