title: Cyanuric chloride catalyzed mild protocol for synthesis of biologically active dihydro/spiro quinazolinones and quinazolinone-glycoconjugates.
abstract: We have developed an efficient cyanuric chloride (2,4,6-trichloro-1,3,5-triazine, TCT) catalyzed approach for the synthesis of 2,3-dihydroquinazolin-4(1H)-one (3a-3x), 2-spiroquinazolinone (5, 7), and glycoconjugates of 2,3-dihydroquinazolin-4(1H)-one (10a, 10b) derivatives. The reaction allows rapid cyclization (8-20 min) with 10 mol % cyanuric chloride to give skeletal complexity in good to excellent yield. We believe that this novel procedure may open the door for the easy generation of new and bioactive quinazolinones.
authors.affiliation: Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Lucknow 226001, India.
authors.forename: Moni
authors.initials: M
authors.lastname: Sharma
authors.forename: Shashi
authors.initials: S
authors.lastname: Pandey
authors.forename: Kuldeep
authors.initials: K
authors.lastname: Chauhan
authors.forename: Deepty
authors.initials: D
authors.lastname: Sharma
authors.forename: Brijesh
authors.initials: B
authors.lastname: Kumar
authors.forename: Prem M S
authors.initials: PM
authors.lastname: Chauhan
mesh_terms: D002384:Catalysis; D003500:Cyclization; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry; D014227:Triazines / Q000737:chemistry*; D062367:ortho-Aminobenzoates
chemical_list: D006001:Glycoconjugates; D007097:Imines; D052999:Quinazolinones; D014227:Triazines; D062367:ortho-Aminobenzoates; C019309:cyanuric chloride; C000219:anthranilamide