American Chemical Society
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Palladium-Catalyzed Synthesis of Benzimidazoles and Quinazolinones from Common Precursors

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journal contribution
posted on 2012-11-02, 00:00 authored by Jessie E. R. Sadig, Radleigh Foster, Florian Wakenhut, Michael C. Willis
N-(o-Halophenyl)­imidoyl chlorides and the corresponding imidates are easily prepared and can be utilized as complementary precursors for the synthesis of important heterocycles. The synthesis of N-substituted benzimidazoles was possible from the palladium-catalyzed reaction of both classes of substrate with a variety of N-nucleophiles. The use of the imidate precursor for the synthesis of N-substituted quinazolinones by incorporation of a palladium-catalyzed aminocarbonylation reaction has also been demonstrated. Both processes tolerate a wide range of functional groups.