《Three-component coupling reaction for the synthesis of fully substituted triazoles: reactivity control of Cu-acetylide toward alkyl azides and diazo compounds》 was written by Chen, Fa-Jie; Mamidipalli, Phani; Sabbasani, Venkata Reddy; Liu, Huaqing; Xia, Yuanzhi; Lee, Daesung. Formula: C9H9BrO2This research focused ontriazole preparation; alkyne alkyl azide diazo compound multicomponent coupling copper catalyst. The article conveys some information:
Herein, a Cu-catalyzed three-component coupling reaction of alkynes, azides, and diazo compounds for the synthesis of fully substituted triazoles I [R = n-Bu, CH2OH, CO2Et, etc.; R1 = CH2SiMe3, Bn, 4-MeC6H4CH2, etc.; R2 = Et, n-hexyl, Bn, 2-adamantyl] was reported. The reactivities of alkyl azides and diazo compounds toward Cu-acetylide were controlled by the introduction of a ligand and the stoichiometry of azide and diazo compounds to suppress the undesired protonation or the alkyne-diazo coupling, maximizing the selectivity for the three-component coupling. Besides, the use of aliphatic alkynes was crucial for achieving high selectivity for the three-component coupling reaction. This method featured mild reaction conditions, broad substrate scope, and good functional group tolerance. A variety of fully substituted triazoles and ring-fused triazoles were synthesized by this method in moderate to good yields. The experimental process involved the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6Formula: C9H9BrO2)
Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Formula: C9H9BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary