Synthesis of 2-(4-Aminomethyl-1H-1,2,3-Triazole-1-yl)-1,4-Naphthoquinone Derivatives

Abstract

In this work, were synthesized 18 new compounds based on 1H-1,2,3-triazole-1,4-naphthoquinones via Cu-AAC (Cu-catalyzed Azide Alkyne Cycloaddition) reaction. The compounds (2-7)(a-c) were obtained in moderate-to-good yields (43-99%). Two methodologies were employed to obtain 2-(4-aminomethyl-1H-1,2,3-triazol-1-yl)-1,4-naphthoquinone derivatives. Firstly, we using the Method A (CH3CN/CuI/r.t./20h), but some compounds presented moderate yields of 43-60%. Fortunately, when we applied the Method B (DMF/Et3N/ultrasound), were obtained yields between 78 and 92%.

Keywords

• 1,2,3-triazole
• 2-aminomethyl
• 1,4-naphthoquinone
• cycloaddition