Enantioselective synthesis of dihydroquinazolinone derivatives catalyzed by a chiral organocatalyst

Autor: Veeramanoharan Ashokkumar, Siva Ayyanar, Sankar Balakrishnan, Ponmuthu Kottala Vijaya, Sepperumal Murugesan, Velu Sadhasivam, Chithiraikumar Chinnadurai, Madhappan Mariyappan
Rok vydání: 2017
Předmět:
Zdroj: New Journal of Chemistry. 41:7980-7986
ISSN: 1369-9261
1144-0546
DOI: 10.1039/c7nj00538e
Popis: 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.
Databáze: OpenAIRE