title: Chemoselective preparation of 1,2,3-triazole-isoxazole bisfunctional derivatives and their application in peptidomimetic synthesis.
abstract: A novel kind of bisfunctional nitrogen heterocycle containing both 1,2,3-triazole and isoxazole scaffolds has been prepared. The protocol utilized alkynyl substituted amines as the bifunctional linkers to combine a copper-free triazole synthesis with a hypervalent iodine-mediated isoxazole cycloaddition through a chemoselective process. This method has also been exemplified in the construction of bisfunctional-modified peptidomimetics by combining three reactions in a sequential procedure. This straightforward metal free process may find biological applications. In addition, all of the compounds were analysed by Lapinski's rule-of-five which is expected to help drug discovery.
authors.affiliation: Chemical Engineering College, Nanjing University of Science and Technology, Nanjing, 210094, PR China.
authors.forename: Teng-fei
authors.initials: TF
authors.lastname: Niu
authors.forename: Mei-fang
authors.initials: MF
authors.lastname: Lv
authors.forename: Liang
authors.initials: L
authors.lastname: wang
authors.forename: Wen-bin
authors.initials: WB
authors.lastname: Yi
authors.forename: Chun
authors.initials: C
authors.lastname: Cai
mesh_terms: D007555:Isoxazoles / Q000737:chemistry*; D015394:Molecular Structure; D057786:Peptidomimetics / Q000138:chemical synthesis; D014230:Triazoles / Q000737:chemistry*
chemical_list: D007555:Isoxazoles; D057786:Peptidomimetics; D014230:Triazoles