Synthesis of 5-Iodo-1,2,3-triazoles from organic azides and terminal alkynes: Ligand acceleration effect, substrate scope, and mechanistic insights

Synthesis (Germany)

Volumn 45, Issue 17, 2013, Pages 2372-2386

  Barsoum, David N ^a   Brassard, Christopher J ^a   Deeb, Jason H A ^a   Okashah, Najeah ^a   Sreenath, Kesavapillai ^a   Simmons, J Tyler ^a   Zhu, Lei ^a  

^a FLORIDA STATE UNIVERSITY   (United States)

Author keywords

alkynes; azides; catalysis; copper; cyclizations; halogenation; heterocycles; iodine; triazoles

Indexed keywords

ALKYNES; AZIDES; CYCLIZATIONS; HETEROCYCLES; TRIAZOLES;

CATALYSIS; COPPER; HALOGENATION; IODINE; LIGANDS; NITROGEN COMPOUNDS; REACTION INTERMEDIATES; SUBSTRATES;

HYDROCARBONS;

(1 BENZYL 1H 1,2,3 TRIAZOL 4 YL)METHANOL; 1 (1 BENZYL 5 IODO 1H 1,2,3 TRIAZOL 4 YL)ETHANONE; 1 [(1 BENZYL 1H 1,2,3 TRIAZOL 4 YL)METHYL] 4 BUTYL 5 IODO 4 PHENYL 1H 1,2,3, TRIAZOLE; 1 [(1 BENZYL 1H 1,2,3 TRIAZOL 4 YL)METHYL] 5 IODO 4 PHENYL 1H 1,2,3, TRIAZOLE; 1 ACETYL 5 IODO 1 PHENYL 4 (2 PYRROLIDIN 1 YLETHYL) 1H 1,2,3 TRIAZOLE; 1 BENZYL 4 (BROMOMETHYL) 1H 1,2,3 TRIAZOLE; 1 BENZYL 4 BUTYL 5 IODO 1H 1,2,3 TRIAZOLE; 1 BENZYL 4 TERT BUTYL 5 IODO 1H 1,2,3 TRIAZOLE; 1 BENZYL 5 IODO 1H 1,2,3 TRIAZOLE 4 CARBOXYLIC ACID; 2 (1 BENZYL 5 IODO 1H 1,2,3 TRIAZOL 4 YL)PYRIDINE; 2 (4 BUTYL 5 IODO 1H 1,2,3 TRIAZOL 1 YL) N PHENYLACETAMIDE; 2 [(1 ACETYL 5 IODO 1H 1,2,3 TRIAZOL 4 YL)METHYL]PYRIDINE; 3 (1 BENZYL 5 IODO 1H 1,2,3 TRIAZOL 4 YL)PYRIDINE; 3 (4 BUTYL 5 IODO 1H 1,2,3 TRIAZOL 1 YL)PROPANOIC ACID; 3 [(5 IODO 4 PHENYL 1H 1,2,3 TRIAZOL 1 YL)METHYL]PYRIDINE; 4 (1 BENZYL 5 IODO 1H 1,2,3 TRIAZOL 4 YL)PYRIDINE; 4 (5 IODO 4 PHENYL 1H 1,2,3 TRIAZOL 1 YL)BUTAN 1 OL; 4 (AZIDOMETHYL) 1 BENZYL 1H 1,2,3 TRIAZOLE; 5 IODO 1 PHENYL 4 (2 PYRROLIDIN 1 YLETHYL) 1H 1,2,3 TRIAZOLE; 5 IODO 1,2,3 TRIAZOLE; [(1 BENZYL 5 IODO 1H 1,2,3 TRIAZOL 4 YL)METHYL]DIMETHYLAMINE; [5 IODO 1 (PYRIDIN 3 YLMETHYL) 1H 1,2,3 TRIAZOL 4 YL]METHANOL; [[5 IODO 1 (PYRIDIN 2 YLMETHYL) 1H 1,2,3 TRIAZOL 4 YL]METHYL]DIMETHYLAMINE; ALKYNE; AZIDE; COPPER; LIGAND; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ACCELERATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; CYCLOADDITION; HALOGENATION; PROTON NUCLEAR MAGNETIC RESONANCE; STOICHIOMETRY; SYNTHESIS;

EID: 84883134064     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0033-1339312     Document Type: Article

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