{"title":"Base Mediated <i>7-exo-dig</i> Intramolecular Cyclization of Betti-propargyl Precursors: An Efficient Approach to 1,4-oxazepine Derivatives.","authors":"Rozita Yazzaf, Mina Asadi, Mohammad Mahdavi","doi":"10.2174/0115701794353226241209175136","DOIUrl":null,"url":null,"abstract":"<p><strong>Introduction: </strong>1,4-oxazepine is a significant structural motif found in several bio-active molecules used in the treatment of diseases such as psychotic disorders.</p><p><strong>Methods: </strong>Therefore, developing novel methodologies for its preparation is of great interest to medicinal chemists.</p><p><strong>Results: </strong>These seven-membered heterocycles are generated through the intramolecular cy-clization of Betti bases, which are propargylated using propargyl bromide as the source of the triple bond in the presence of a base.</p><p><strong>Conclusion: </strong>This efficient and straightforward protocol proceeds under mild, metal-free conditions and has been shown to be applicable to a broad range of aldehydes and 2-aminopyridines.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7000,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current organic synthesis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.2174/0115701794353226241209175136","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Introduction: 1,4-oxazepine is a significant structural motif found in several bio-active molecules used in the treatment of diseases such as psychotic disorders.
Methods: Therefore, developing novel methodologies for its preparation is of great interest to medicinal chemists.
Results: These seven-membered heterocycles are generated through the intramolecular cy-clization of Betti bases, which are propargylated using propargyl bromide as the source of the triple bond in the presence of a base.
Conclusion: This efficient and straightforward protocol proceeds under mild, metal-free conditions and has been shown to be applicable to a broad range of aldehydes and 2-aminopyridines.
期刊介绍:
Current Organic Synthesis publishes in-depth reviews, original research articles and letter/short communications on all areas of synthetic organic chemistry i.e. asymmetric synthesis, organometallic chemistry, novel synthetic approaches to complex organic molecules, carbohydrates, polymers, protein chemistry, DNA chemistry, supramolecular chemistry, molecular recognition and new synthetic methods in organic chemistry. The frontier reviews provide the current state of knowledge in these fields and are written by experts who are internationally known for their eminent research contributions. The journal is essential reading to all synthetic organic chemists. Current Organic Synthesis should prove to be of great interest to synthetic chemists in academia and industry who wish to keep abreast with recent developments in key fields of organic synthesis.