Cyanide as a powerful catalyst for facile synthesis of benzofused heteroaromatic compounds via aerobic oxidation
DC Field | Value | Language |
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dc.contributor.author | Cho, Yeon-Ho | - |
dc.contributor.author | Lee, Chun-Young | - |
dc.contributor.author | Cheon, Cheol-Hong | - |
dc.date.accessioned | 2021-09-05T22:48:01Z | - |
dc.date.available | 2021-09-05T22:48:01Z | - |
dc.date.created | 2021-06-14 | - |
dc.date.issued | 2013-08-12 | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/102456 | - |
dc.description.abstract | Highly efficient synthesis of benzofused heteroaromatic compounds via aerobic oxidation catalyzed by cyanide anion has been developed. The Schiff bases derived from 2-aminophenol and aldehydes provided the corresponding benzoxazoles in high yields in the presence of a catalytic amount of cyanide in an open flask under ambient conditions without the use of any external metal co-oxidants and bases. Furthermore, we have developed a catalytic sequential one-step protocol for the synthesis of benzoxazoles by adding a catalytic amount of NaCN to Schiff bases generated in situ from 2-aminophenol and aldehydes without the isolation of imine intermediates. This one-pot protocol was further extended to the synthesis of benzothiazoles from 2-aminothiophenol and aldehydes. A variety of aldehydes could be applied to this sequential one-pot protocol and the desired benzofused azole products were obtained in high yields. (C) 2013 Elsevier Ltd. All rights reserved. | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.subject | ONE-POT SYNTHESIS | - |
dc.subject | PHENOLIC SCHIFF-BASES | - |
dc.subject | 2-SUBSTITUTED BENZOXAZOLES | - |
dc.subject | CARBOXYLIC-ACIDS | - |
dc.subject | DIRECT ARYLATION | - |
dc.subject | METAL-FREE | - |
dc.subject | EFFICIENT | - |
dc.subject | BENZOTHIAZOLES | - |
dc.subject | BENZIMIDAZOLES | - |
dc.subject | 2-ARYLBENZOXAZOLES | - |
dc.title | Cyanide as a powerful catalyst for facile synthesis of benzofused heteroaromatic compounds via aerobic oxidation | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Cheon, Cheol-Hong | - |
dc.identifier.doi | 10.1016/j.tet.2013.05.138 | - |
dc.identifier.scopusid | 2-s2.0-84879463113 | - |
dc.identifier.wosid | 000321412000005 | - |
dc.identifier.bibliographicCitation | TETRAHEDRON, v.69, no.32, pp.6565 - 6573 | - |
dc.relation.isPartOf | TETRAHEDRON | - |
dc.citation.title | TETRAHEDRON | - |
dc.citation.volume | 69 | - |
dc.citation.number | 32 | - |
dc.citation.startPage | 6565 | - |
dc.citation.endPage | 6573 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | ONE-POT SYNTHESIS | - |
dc.subject.keywordPlus | PHENOLIC SCHIFF-BASES | - |
dc.subject.keywordPlus | 2-SUBSTITUTED BENZOXAZOLES | - |
dc.subject.keywordPlus | CARBOXYLIC-ACIDS | - |
dc.subject.keywordPlus | DIRECT ARYLATION | - |
dc.subject.keywordPlus | METAL-FREE | - |
dc.subject.keywordPlus | EFFICIENT | - |
dc.subject.keywordPlus | BENZOTHIAZOLES | - |
dc.subject.keywordPlus | BENZIMIDAZOLES | - |
dc.subject.keywordPlus | 2-ARYLBENZOXAZOLES | - |
dc.subject.keywordAuthor | Aerobic oxidation | - |
dc.subject.keywordAuthor | Benzothiazoles | - |
dc.subject.keywordAuthor | Benzoxazoles | - |
dc.subject.keywordAuthor | Cyanide | - |
dc.subject.keywordAuthor | One-pot reaction | - |
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