Transetherification of 2,4-dimethoxynitrobenzene by aromatic nucleophilic substitution
DC Field | Value | Language |
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dc.contributor.author | Song, Jiho | - |
dc.contributor.author | Kang, Hae Ju | - |
dc.contributor.author | Lee, Jung Wuk | - |
dc.contributor.author | Wenas, Michelle A. | - |
dc.contributor.author | Jeong, Seung Hwarn | - |
dc.contributor.author | Lee, Taeho | - |
dc.contributor.author | Oh, Kyungsoo | - |
dc.contributor.author | Min, Kyung Hoon | - |
dc.date.available | 2019-03-08T07:58:35Z | - |
dc.date.issued | 2017-08 | - |
dc.identifier.issn | 1932-6203 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/4068 | - |
dc.description.abstract | In view of the few reports concerning aromatic nucleophilic substitution reactions featuring an alkoxy group as a leaving group, the aromatic nucleophilic substitution of 2,4-dimethoxynitrobenzene was investigated with a bulky t-butoxide nucleophile under microwave irradiation. The transetherification of 2,4-dimethoxynitrobenezene with sodium t-butoxide under specific conditions, namely for 20 min at 110 degrees C in 10% dimethoxyethane in toluene, afforded the desired product in 87% yield with exclusive ortho-selectivity. A variety of reaction conditions were screened to obtain the maximum yield. The aromatic nucleophilic substitution of 2,4-dimethoxynitrobenzene with t-butoxide should be carried out under controlled conditions in order to avoid the formation of byproducts, unlike that of dihalogenated activated benzenes. Among the formed byproducts, a major compound was elucidated as 2,4-dimethoxy-N-(5-methoxy-2-nitrophenyl) aniline by X-ray crystallography. | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | PUBLIC LIBRARY SCIENCE | - |
dc.title | Transetherification of 2,4-dimethoxynitrobenzene by aromatic nucleophilic substitution | - |
dc.type | Article | - |
dc.identifier.doi | 10.1371/journal.pone.0183575 | - |
dc.identifier.bibliographicCitation | PLOS ONE, v.12, no.8 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000408355800065 | - |
dc.identifier.scopusid | 2-s2.0-85028434565 | - |
dc.citation.number | 8 | - |
dc.citation.title | PLOS ONE | - |
dc.citation.volume | 12 | - |
dc.type.docType | Article | - |
dc.publisher.location | 미국 | - |
dc.subject.keywordPlus | ORTHO-SELECTIVITY | - |
dc.subject.keywordPlus | SNAR REACTION | - |
dc.subject.keywordPlus | CATALYST | - |
dc.relation.journalResearchArea | Science & Technology - Other Topics | - |
dc.relation.journalWebOfScienceCategory | Multidisciplinary Sciences | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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