title: Conversion of 2-furylcarbinols with alkyl or aryl azides to highly functionalized 1,2,3-triazoles via cascade formal [3 + 2] cycloaddition/ring-opening.
abstract: A Lewis acid promoted cascade cycloaddition/ring-opening of 2-furylcarbinols with alkyl or aryl azides is described. The reaction features an initial formal [3 + 2] cycloaddition to form a trisubstitued triazole motif, followed by a ring opening of furan to generate the (E)-configuration of the enone. A wide range of highly functionalized triazoles is expediently and efficiently synthesized in a highly step-economical manner.
authors.affiliation: Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry & Chemical Engineering, and ‡School of Chemistry and Materials Science, Shaanxi Normal University , Xi'an 710062, China.
authors.forename: Jiawei
authors.initials: J
authors.lastname: Guo
authors.forename: Binxun
authors.initials: B
authors.lastname: Yu
authors.forename: Ya-Nan
authors.initials: YN
authors.lastname: Wang
authors.forename: Dongyu
authors.initials: D
authors.lastname: Duan
authors.forename: Li-Li
authors.initials: LL
authors.lastname: Ren
authors.forename: Ziwei
authors.initials: Z
authors.lastname: Gao
authors.forename: Jing
authors.initials: J
authors.lastname: Gou
mesh_terms: D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D061565:Cycloaddition Reaction; D005663:Furans / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001386:Azides; D005663:Furans; D058116:Lewis Acids; D014230:Triazoles; C012986:furfuryl alcohol