A transition-metal-free azide-alkyne cycloaddition/hydroamination cascade reaction for the construction of triazole-fused piperazin-2-ones

被引:0
|
作者
Qiu, Kongxi [1 ]
Wu, Kaifu [1 ]
Ma, Haowen [1 ]
Ao, Yunlin [1 ]
Zhou, Wei [1 ]
Cai, Qian [1 ]
机构
[1] Jinan Univ, Coll Pharm, 601 Huangpu Ave West, Guangzhou 510632, Peoples R China
基金
中国国家自然科学基金;
关键词
CLICK CHEMISTRY; CYCLOADDITION; HETEROCYCLES; PHASE;
D O I
10.1039/d3ob01999c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A time-dependent, divergent synthesis of highly functionalized [1,2,3]triazolo[1,5-a]pyrazin-4(5H)-one (reaction time: 12 h) or 6,7-dihydro-[1,2,3]triazolo[1,5-a]pyrazin-4(5H)-one (reaction time: 2 h) scaffolds via a cascade azide-alkyne cycloaddition/hydroamination protocol is reported. The transformation features good functional group compatibility, broad substrate scope, high atom economy and avoidance of the use of transition-metal catalysts. A time-dependent, divergent synthesis of [1,2,3]triazolo[1,5-a]pyrazin-4(5H)-one (reaction time: 12 h) or 6,7-dihydro-[1,2,3]triazolo[1,5-a]pyrazin-4(5H)-one (reaction time: 2 h) scaffolds is reported.
引用
收藏
页码:1176 / 1180
页数:5
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