Acid-mediated synthesis of fully substituted 1,2,3-triazoles: multicomponent coupling reactions, mechanistic study, synthesis of serine hydrolase inhibitor and its derivatives

作者：Zhang Huan; Tanimoto Hiroki^*; Morimoto Tsumoru; Nishiyarna Yasuhiro; Kakiuchi Kiyomi

来源：Tetrahedron, 2014, 70(52): 9828-9835.

DOI：10.1016/j.tet.2014.10.076

• Organic azides
• Multicomponent coupling reactions triazoles
• Reaction mechanism
• Bioactive compounds

We describe the full details of multicomponent coupling reactions in acid-mediated synthesis of fully substituted 1,2,3-triazoles syntheses, and their applications to bioactive molecule synthesis. For substitution with wide range of nucleophiles, selection of acids or activating reagents was important, and various types of multicomponent coupling reactions were demonstrated, allowing functionalization with alcohols, amines, thiol, azide, and carbon nucleophiles. Four-component couplings including double triazolations were also tested. The efficiency of this method was demonstrated by the synthesis of serine hydrolase inhibitor and its novel substituted derivatives.

• 出版日期2014-12-30