TY - JOUR ID - 29053 TI - A Novel Strategy of Ugi-4CR/Huisgen 1,3-Dipolar Synthesis of 1H-1,2,3-Triazole-Modified Peptidoimetics JO - Iranian Journal of Chemistry and Chemical Engineering JA - IJCCE LA - en SN - 1021-9986 AU - Shaabani, Ahmad AU - Mofakham, Hamid AU - Hajishaabanha, Fatemeh AU - Mousavi Faraz, Sajjad AU - Pedarpour Vajargahy, Milad AD - Faculty of Chemistry, Shahid Beheshti University, P.O Box 19396-4716, Tehran, I.R. IRAN Y1 - 2018 PY - 2018 VL - 37 IS - 2 SP - 73 EP - 84 KW - 1H-1,2,3-Triazole KW - 1,3-Dipolar cycloaddition KW - Ugi four-component KW - Isocyanide DO - 10.30492/ijcce.2018.29053 N2 - In this protocol, we report a novel approach for the synthesis of a new class of heterocyclic 1H-1,2,3-triazole-modified peptidomimetic compounds. The process consists of an Ugi four-component condensation reaction of amines, an isocyanide, an aldehyde and acids followed by a Huisgen 1,3-dipolar cycloaddition reaction with an azide group in the presence of a catalytic amount of CuSO4.5H2O/sodium ascorbate. The copper-catalyzed Huisgen cycloaddition reactions provide such a general synthetic method, with the resulting 1,2,3-triazoles being good peptide bond mimics. This protocol was highly efficient for structurally diverse heterocyclic molecules containing an active aldehyde group and will find applications in combinatorial chemistry, diversity-oriented synthesis, and drug discovery. UR - https://ijcce.ac.ir/article_29053.html L1 - https://ijcce.ac.ir/article_29053_d1e70977e5a90de53c01af2a01d834f7.pdf ER -