A transition-metal-free azide-alkyne cycloaddition/oxetane ring opening cascade reaction for the construction of hydroxymethyl decorated triazole-fused piperazin-2-ones and [1,4]diazepin-4-ones

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2025-02-04 DOI:10.1039/d4qo02364a

Cong Fu, Mingjin Xu, Qicai Ma, Wenjing Wang, Shanyue Li, Qingjie Zhao, Wei Zhou

引用次数: 0

Abstract

A versatile synthesis of functionalized triazole-fused piperazin-2-one and [1,4] diazepin-4-one scaffolds via cascade azide-alkyne cycloaddition/oxetane ring opening reaction is reported. This approach features broad functional group compatibility, high atom economy and avoiding the use of transition-metal catalysts. Several transformations of the triazole-fused piperazin-2-one product are carried out to showcase the synthetic potential of this method for the construction of bioactive compounds.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.