Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones via bifunctional thiourea-mediated intramolecular cyclization.
A novel asymmetric preparation of optically enriched 2-aryl-2,3-dihydroquinolin-4(1H)-ones has been developed. By installing a sulfonyl group on the nitrogen of the anilines and an ester function on the unsaturated ketones, an intramolecular organocatalytic cyclization took place readily in a stereoselective manner, resulting in the formation of dihydroquinolones with high enantioselectivity.
Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543.
Xiaoqian
X
Liu
Yixin
Y
Lu
D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D015363:Quinolones / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
C545227:2,3-dihydroquinolin-4(1H)-one; D015363:Quinolones; D013890:Thiourea