title: CuSO4-glucose for in situ generation of controlled Cu(I)-Cu(II) bicatalysts: multicomponent reaction of heterocyclic azine and aldehyde with alkyne, and cycloisomerization toward synthesis of N-fused imidazoles.
abstract: The catalytic efficiency of mixed Cu(I)-Cu(II) system in situ generated by partial reduction of CuSO(4) with glucose in ethanol (nonanhydrous) under open air has been explored. With this catalysis, the multicomponent cascade reaction of A(3)-coupling of heterocyclic amidine with aldehyde and alkyne, 5-exo-dig cycloisomerization, and prototropic shift has afforded an efficient and eco-friendly synthesis of therapeutically important versatile N-fused imidazoles. Diverse heterocyclic amidines, several of which are known to be poorly reactive, and aldehydes are compatible in this catalytic process.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, S. A. S. Nagar (Mohali), 160062, Punjab, India. skguchhait@niper.ac.in
authors.forename: Sankar K
authors.initials: SK
authors.lastname: Guchhait
authors.forename: Ajay L
authors.initials: AL
authors.lastname: Chandgude
authors.forename: Garima
authors.initials: G
authors.lastname: Priyadarshani
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D019327:Copper Sulfate / Q000737:chemistry*; D003500:Cyclization; D005947:Glucose / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000480:Alkynes; D006571:Heterocyclic Compounds; D007093:Imidazoles; D003300:Copper; D005947:Glucose; D019327:Copper Sulfate