Visible Light-Enhanced [3 + 2] Cycloaddition of <i>N</i>,<i>N</i>-Disubstituted Hydrazines with Organo-Cyanamides: Access to Polysubstituted 1,2,4-Triazol-3-amines
作者:Xiaoya Zhuo、Lvyin Zheng、Yujie Liu、Yihan Wang、Xiaoying Zou、Yumei Zhong、Wei Guo
DOI:10.1021/acs.joc.3c02085
日期:2024.1.19
light-enhanced [3 + 2] cycloaddition of N,N-disubstituted hydrazines with N-cyano-N-aryl-p-toluenesulfonamides is an efficient reaction pathway to polysubstituted 1,2,4-triazol-3-amines. The reaction is performed under mild conditions without the addition of any transition metals. This strategy involves a C(sp3)–H bond activation, a cyano cycloaddition, and the formation of two new C═N bonds. The protocol
N , N-二取代肼与N-氰基-N-芳基-对甲苯磺酰胺的可见光增强[3 + 2]环加成是生成多取代1,2,4-三唑-3-胺的有效反应途径。该反应在温和条件下进行,不添加任何过渡金属。该策略涉及 C(sp 3 )–H 键激活、氰基环加成以及两个新 C=N 键的形成。该方案显示出良好的官能团耐受性和广泛的底物范围的优点。后期修饰实验为有机合成和药物化学领域提供了实际应用。