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 , Qin Su , Ying-Ming Pan , 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 , Qin Su , Ying-Ming Pan , 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}
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.
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.