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Bismuth-Catalyzed Synthesis of 2-Substituted Quinazolinones.

ABSTRACT: The bismuth-catalyzed oxidative condensation of aldehydes with 2-aminobenzamide under aerobic conditions is reported using ethanol as the solvent. Good to excellent isolated yields (68-95%) of the corresponding 2-substituted quinazolinones were obtained under mild reaction conditions with excellent functional group tolerance. The quinazolinones were further functionalized to afford N-allylated quinazolinones, 2-aminopyridine derivatives, and annulated polyheterocyclic compounds via transition-metal catalyzed reactions.

SUBMITTER: Vemula SR

PROVIDER: S-EPMC6605782 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Bismuth-Catalyzed Synthesis of 2-Substituted Quinazolinones.

Vemula Sandeep R SR Kumar Dinesh D Cook Gregory R GR

Tetrahedron letters 20180907 42

The bismuth-catalyzed oxidative condensation of aldehydes with 2-aminobenzamide under aerobic conditions is reported using ethanol as the solvent. Good to excellent isolated yields (68-95%) of the corresponding 2-substituted quinazolinones were obtained under mild reaction conditions with excellent functional group tolerance. The quinazolinones were further functionalized to afford <i>N</i>-allylated quinazolinones, 2-aminopyridine derivatives, and annulated polyheterocyclic compounds <i>via</i> ...[more]

PMID: 31274936

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