title: Consecutive Cycloaddition/S(N)Ar/Reduction/Cyclization/Oxidation Sequences: A Copper-Catalyzed Multicomponent Synthesis of Fused N-Heterocycles.
abstract: A highly efficient multicomponent domino protocol has been developed for the synthesis of 5-phenyl-[1,2,3]triazolo[1,5-c]quinazolines from simple and readily available (E)-1-bromo-2-(2-nitrovinyl)benzenes, aldehydes, and sodium azide. This elegant domino process involved consecutive [3 + 2] cycloaddition, copper-catalyzed S(N)Ar, reduction, cyclization, and oxidation sequences. Notably, sodium azide acted as a dual nitrogen source in the construction of this novel fused N-heterocycle.
authors.forename: Feng-Cheng
authors.initials: FC
authors.lastname: Jia
authors.forename: Cheng
authors.initials: C
authors.lastname: Xu
authors.forename: Zhi-Wen
authors.initials: ZW
authors.lastname: Zhou
authors.forename: Qun
authors.initials: Q
authors.lastname: Cai
authors.forename: Deng-Kui
authors.initials: DK
authors.lastname: Li
authors.affiliation: ‡State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: An-Xin
authors.initials: AX
authors.lastname: Wu
mesh_terms: D001386:Azides / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D061565:Cycloaddition Reaction; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001386:Azides; D006571:Heterocyclic Compounds; D011799:Quinazolines; D003300:Copper