{"title":"Synthesis of diverse aryl-substituted amino propanes","authors":"Seyeon Yoo, Sojeong Yi, Hyun-Joon Ha","doi":"10.1002/bkcs.12820","DOIUrl":null,"url":null,"abstract":"<p>Amines bearing diverse aryl substituents for potential utilities as energy and new materials have been synthesized from aziridine-2-carboxaldehyde and diverse aryl-containing substrates. At first two aryl groups were to yield (aziridine-2-yl)-1,1-diaryl-methane which was converted to 5-diarylmethyl oxazolidin-2-one as a synthetic intermediate. They were further reacted with another aryl group in the presence of methanesulfonic acid to yield 2,3,3-triarylpropylamine with the possible carbenium ion intermediate. In addition, this reaction with a second additional phenolic aryl group gave rise to the diversely substituted 3-(4-methoxyphenyl)-(2,3-dihydrobenzofuran-2-yl)methanamine derived from the intramolecular aziridine ring-opening reaction by hydroxy group at phenol.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7000,"publicationDate":"2024-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Bulletin of the Korean Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/bkcs.12820","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Amines bearing diverse aryl substituents for potential utilities as energy and new materials have been synthesized from aziridine-2-carboxaldehyde and diverse aryl-containing substrates. At first two aryl groups were to yield (aziridine-2-yl)-1,1-diaryl-methane which was converted to 5-diarylmethyl oxazolidin-2-one as a synthetic intermediate. They were further reacted with another aryl group in the presence of methanesulfonic acid to yield 2,3,3-triarylpropylamine with the possible carbenium ion intermediate. In addition, this reaction with a second additional phenolic aryl group gave rise to the diversely substituted 3-(4-methoxyphenyl)-(2,3-dihydrobenzofuran-2-yl)methanamine derived from the intramolecular aziridine ring-opening reaction by hydroxy group at phenol.
期刊介绍:
The Bulletin of the Korean Chemical Society is an official research journal of the Korean Chemical Society. It was founded in 1980 and reaches out to the chemical community worldwide. It is strictly peer-reviewed and welcomes Accounts, Communications, Articles, and Notes written in English. The scope of the journal covers all major areas of chemistry: analytical chemistry, electrochemistry, industrial chemistry, inorganic chemistry, life-science chemistry, macromolecular chemistry, organic synthesis, non-synthetic organic chemistry, physical chemistry, and materials chemistry.