Synthesis of Flavanone and Quinazolinone Derivatives from the Ruthenium-Catalyzed Deaminative Coupling Reaction of 2'-Hydroxyaryl Ketones and 2-Aminobenzamides with Simple Amines. Org Lett 2022 Jan 14;24(1):218-222
Date
12/28/2021Pubmed ID
34958227DOI
10.1021/acs.orglett.1c03870Scopus ID
2-s2.0-85122590359 (requires institutional sign-in at Scopus site) 24 CitationsAbstract
The cationic Ru-H complex [(C6H6)(PCy3)(CO)RuH]+BF4- (1) with 3,4,5,6-tetrachloro-1,2-benzoquinone (L1) was found to be a highly effective catalyst for the deaminative coupling reaction of 2'-hydroxyaryl ketones with simple amines to form 3-substituted flavanone products. The analogous deaminative coupling reaction of 2-aminobenzamides with branched amines directly formed 3,3-disubstituted quinazolinone products. The catalytic method efficiently installs synthetically useful flavanone and quinazolinone core structures without employing any reactive reagents.
