One-pot Synthesis to 1,3,5-trisubstituted 1,2,4-triazole derivatives via 1,3-dipolar cycloaddition

• Main Authors: Hsuan-Yi Liu, 劉軒儀
• Other Authors: Chern, Ching-Yuh
• Format: Others
• Language: zh-TW
• Published: 2018
• Online Access: http://ndltd.ncl.edu.tw/handle/ww66t4

碩士 === 國立嘉義大學 === 應用化學系研究所 === 106 === Derivatives of 1,2,4-triazoles are found in Marijuana, in which 113 different kind of derivatives have been confirmed. Those compounds have potential therapeutic effect such as antimetic, analgesic, antiglaucoma, inflammation, obesity have been reported. The most well know activity of cannabinoid are Tetrahydrocannabinol (THC) and Canabidal, which are maily psychotic and anti-inflammatory. This main perpose of this study is the synthesis of 1,2,4-triazole derivative for the treatment of obesity, in which R3 is mainly hexyl、6-azidohex-2-yn-1-yl and 3-cyclohexylally. One-pot synthesis 1,2,4-triazole and built by 1,3-dipolar cycloaddition, then, reduction、bromination , respectively. Finally, carbon – carbon bond is established by cuprate addition to synthize three different kind of alkyl substituteds. Totally, 18 of 1,2,4-triazole derivaties were successfully synthesised in 5 steps, with overall yield between 9% and 58.1%.