I2 促进以芳基酰肼和乙酸甲酯/乙酯为原料单锅合成 1,3,4-噁二唑

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC
Jianxi Du , Qin Su , Ying-Ming Pan , Keyume Ablajan
{"title":"I2 促进以芳基酰肼和乙酸甲酯/乙酯为原料单锅合成 1,3,4-噁二唑","authors":"Jianxi Du ,&nbsp;Qin Su ,&nbsp;Ying-Ming Pan ,&nbsp;Keyume Ablajan","doi":"10.1016/j.tet.2024.134280","DOIUrl":null,"url":null,"abstract":"<div><div>This study aimed to propose an unprecedented I<sub>2</sub>-promoted one-pot tandem synthesis of 1,3,4-oxadiazoles through the cyclization between aroyl hydrazides and methyl/ethyl acetate. A diverse array of 2-arylated 1,3,4-oxadiazoles and 5-methyl 1,3,4-oxadiazoles were successfully synthesized in good to excellent yields. The significant advantage of this protocol was its full exploitation of the principle of atomic economy, whereby the reactant served as the reaction solvent directly. Moreover, the reaction demonstrated a broad substrate scope, and the product was readily separable.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"167 ","pages":"Article 134280"},"PeriodicalIF":2.1000,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"I2-promoted one-pot synthesis of 1,3,4-oxadiazoles from aroyl hydrazides and methyl/ethyl acetate\",\"authors\":\"Jianxi Du ,&nbsp;Qin Su ,&nbsp;Ying-Ming Pan ,&nbsp;Keyume Ablajan\",\"doi\":\"10.1016/j.tet.2024.134280\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>This study aimed to propose an unprecedented I<sub>2</sub>-promoted one-pot tandem synthesis of 1,3,4-oxadiazoles through the cyclization between aroyl hydrazides and methyl/ethyl acetate. A diverse array of 2-arylated 1,3,4-oxadiazoles and 5-methyl 1,3,4-oxadiazoles were successfully synthesized in good to excellent yields. The significant advantage of this protocol was its full exploitation of the principle of atomic economy, whereby the reactant served as the reaction solvent directly. Moreover, the reaction demonstrated a broad substrate scope, and the product was readily separable.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"167 \",\"pages\":\"Article 134280\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2024-09-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402024004617\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024004617","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

本研究旨在提出一种前所未有的 I2 促进的单锅串联合成 1,3,4-恶二唑的方法,即通过芳基酰肼和乙酸甲酯/乙酯之间的环化反应合成 1,3,4-恶二唑。成功合成了多种 2-芳基化的 1,3,4-恶二唑和 5-甲基 1,3,4-恶二唑,产率从良好到极佳。该方法的最大优点是充分利用了原子经济性原理,即反应物直接作为反应溶剂。此外,该反应的底物范围很广,而且产物很容易分离。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

I2-promoted one-pot synthesis of 1,3,4-oxadiazoles from aroyl hydrazides and methyl/ethyl acetate

I2-promoted one-pot synthesis of 1,3,4-oxadiazoles from aroyl hydrazides and methyl/ethyl acetate
This study aimed to propose an unprecedented I2-promoted one-pot tandem synthesis of 1,3,4-oxadiazoles through the cyclization between aroyl hydrazides and methyl/ethyl acetate. A diverse array of 2-arylated 1,3,4-oxadiazoles and 5-methyl 1,3,4-oxadiazoles were successfully synthesized in good to excellent yields. The significant advantage of this protocol was its full exploitation of the principle of atomic economy, whereby the reactant served as the reaction solvent directly. Moreover, the reaction demonstrated a broad substrate scope, and the product was readily separable.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信