title: Aryne insertion reactions leading to bioactive fused quinazolinones: diastereoselective total synthesis of cruciferane.
abstract: Insertion reactions of an in situ generated arynes to a variety of suitably substituted 1,3-quinazolin-4-ones have been demonstrated for a new efficient one-step approach to a diverse range of fused quinazolinone architectures. The present protocol has been effectively utilized to accomplish the concise total synthesis of recently isolated bioactive natural products tryptanthrin, phaitanthrins A-C, and cruciferane.
authors.affiliation: Division of Organic Chemistry, National Chemical Laboratory (CSIR), Pune 411 008, India.
authors.forename: Sagar D
authors.initials: SD
authors.lastname: Vaidya
authors.forename: Narshinha P
authors.initials: NP
authors.lastname: Argade
mesh_terms: D001688:Biological Products / Q000737:chemistry*; D015394:Molecular Structure; D011799:Quinazolines / Q000737:chemistry*; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D011799:Quinazolines; D052999:Quinazolinones; C587287:cruciferane; C046243:tryptanthrine