title: Pseudo-four component synthesis of mono- and di-benzylated-1,2,3-triazoles derived from aniline.
abstract: The pseudo-four component click synthesis of dibenzylated 1,2,3-triazoles derived from aniline is reported. The cycloaddition of sodium azide to N-(prop-2-ynyl)-benzenamine (I) in the presence of equimolar amounts of p-substituted benzyl derivatives, yields a mixture of mono- and dibenzylated 1,2,3-triazoles. When two equivalents of the benzyl derivative are added to the multicomponent reaction, the selective preparation of the dibenzylated compounds is achieved. The reactivity of the aniline N-H bond in monobenzylated 1,2,3-triazoles was tested by treatment with one equivalent of a p-substituted benzyl chloride at 40 °C, rendering the dibenzylated derivatives quantitatively.
authors.forename: Daniel
authors.initials: D
authors.lastname: Mendoza-Espinosa
authors.affiliation: Departamento de Ciencias Básicas, Universidad Autónoma Metropolitana-Azcapotzalco, Avenida San Pablo No. 180, C.P. 02200, México D.F., Mexico. gns@correo.azc.uam.mx.
authors.forename: Guillermo E
authors.initials: GE
authors.lastname: Negron-Silva
authors.forename: Leticia
authors.initials: L
authors.lastname: Lomas-Romero
authors.forename: Atilano
authors.initials: A
authors.lastname: Gutierrez-Carrillo
authors.forename: Rosa
authors.initials: R
authors.lastname: Santillán
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D057930:Click Chemistry; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000814:Aniline Compounds; D014230:Triazoles; C023650:aniline