title: Stereoselective synthesis of bio-hybrid amphiphiles of coumarin derivatives by Ugi-Mannich triazole randomization using copper catalyzed alkyne azide click chemistry.
abstract: An efficient synthesis of ester-triazole-amide amphiphiles of coumarin derivatives by triazole randomization based on click approach is described. Twenty-five small peptide azides were synthesized using Ugi or alternate Mannich-type multi-component reactions. The new azides were then used for the triazole randomization of alkyne functionalized coumarin ester under CuAAC conditions. Sixty-five new peptide bio-hybrids are obtained in near quantitative yield with high regio and stereoselectivity.
authors.affiliation: Department of Chemistry, University of Calicut, Malappuram 673635, Kerala, India.
authors.forename: P
authors.initials: P
authors.lastname: Pramitha
authors.forename: D
authors.initials: D
authors.lastname: Bahulayan
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D057930:Click Chemistry; D019327:Copper Sulfate / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis*; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry; D013237:Stereoisomerism; D013501:Surface-Active Agents / Q000138:chemical synthesis*; D014230:Triazoles / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D001386:Azides; D003374:Coumarins; D010455:Peptides; D013501:Surface-Active Agents; D014230:Triazoles; D019327:Copper Sulfate