Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
Chem Commun (Camb). 2021 Nov 16;57(91):12187-12190. doi: 10.1039/d1cc05326d.
The synthesis of -alkyl-1-1,2,4-triazoles from ,-dialkylhydrazones and nitriles formal [3+2] cycloaddition including the -chlorination/nucleophilic addition/cyclisation/dealkylation sequence was developed. This sequential reaction utilising the generation of hydrazonoyl chloride based on the ambiphilic reactivity of hydrazones afforded a variety of multi-substituted -alkyl-triazoles in high yields. The synthetic utility of multi-substituted triazoles was also demonstrated by further transformations.
从,-二烷基腙和腈出发，通过[3+2]环加成反应合成 -烷基-1,2,4-三唑，包括 -氯代/亲核加成/环化/脱烷基序列。该串联反应利用基于腙的两性反应性生成的重氮甲酰氯，以高产率得到各种多取代 -烷基-三唑。多取代三唑的合成实用性也通过进一步的转化得到了证明。
