Issue 6, 2024
From the journal:

Organic & Biomolecular Chemistry

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

Kongxi Qiu,a   Kaifu Wu,a   Haowen Ma,a   Yunlin Ao,a   Wei Zhou ORCID logo *a  and  Qian Cai ORCID logo *a  

* Corresponding authors

a College of Pharmacy, Jinan University, No. 601 Huangpu Avenue West, Guangzhou, China
E-mail: weizhou88@jnu.edu.cn, caiqian@jnu.edu.cn

Abstract

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.

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

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Article information

DOI
https://doi.org/10.1039/D3OB01999C
Article type
Paper
Submitted
20 Dec 2023
Accepted
03 Jan 2024
First published
04 Jan 2024

Org. Biomol. Chem., 2024,22, 1176-1180

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

K. Qiu, K. Wu, H. Ma, Y. Ao, W. Zhou and Q. Cai, Org. Biomol. Chem., 2024, 22, 1176 DOI: 10.1039/D3OB01999C

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