Enantioselective synthesis of dihydroquinazolinone derivatives catalyzed by a chiral organocatalyst. (11th July 2017)

• Record Type: Journal Article
• Authors: Ayyanar, Siva; Vijaya, Ponmuthu Kottala; Mariyappan, Madhappan; Ashokkumar, Veeramanoharan; Sadhasivam, Velu; Balakrishnan, Sankar; Chinnadurai, Chithiraikumar; Murugesan, Sepperumal
• Is Part Of: New journal of chemistry. Volume 41:Number 16(2017)
• Page Start: 7980
• Page End: 7986
• Publication Date: 2017-07-11
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c7nj00538e
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : The asymmetric condensation/amine addition cascade reaction catalysed by a effective chiral organocatalyst for the formation of 2, 3-dihydroquinazolinones with high yields (up to 99%) and ee's (up to 97%). Abstract : The asymmetric condensation/amine addition cascade sequence of 2-aminobenzamide and aldehydes, catalyzed by a novel chiral organocatalyst, was realized. The organocatalyst was found to be very effective and highly enantioselective for such cascade reactions at room temperature, affording 2, 3-dihydroquinazolinones in excellent yields (up to 99%) with enantiomeric excesses of up to 97%. The best level of stereocontrol was obtained for aromatic/aliphatic aldehydes with ortho, para or meta substituents.