DC Field | Value | Language |
---|---|---|
dc.contributor.author | Lee, H.-J. | - |
dc.contributor.author | Kim, H. | - |
dc.contributor.author | Kim, D.-P. | - |
dc.date.accessioned | 2021-12-03T11:00:07Z | - |
dc.date.available | 2021-12-03T11:00:07Z | - |
dc.date.created | 2019-09-09 | - |
dc.date.issued | 2019-09 | - |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.uri | https://oasis.postech.ac.kr/handle/2014.oak/107944 | - |
dc.description.abstract | Ibuprofen was prepared from an inactive and inexpensive p-xylene by three-step flow functionalizations through chemoselective metalations of benzyl positions in sequence using an in situ generated LICKOR-type superbase. The flow approach in the microreactor facilitated the comprehensive exploration of over 100 conditions in the first-step reaction by varying concentrations, temperatures, solvents, and equivalents of reagents, enabling optimal conditions to be found with 95 % yield by significantly suppressing the formation of byproducts, followed by the second C-H metalation step in 95 % yield. Moreover, gram-scale synthesis of ibuprofen in the final step was achieved by biphasic flow reaction of solution-phase intermediate with CO2, isolating 2.3 g for 10 min of operation time. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.relation.isPartOf | CHEMISTRY-A EUROPEAN JOURNAL | - |
dc.title | From p-Xylene to Ibuprofen in Flow: Three-Step Synthesis by a Unified Sequence of Chemoselective C-H Metalations | - |
dc.type | Article | - |
dc.identifier.doi | 10.1002/chem.201903267 | - |
dc.type.rims | ART | - |
dc.identifier.bibliographicCitation | CHEMISTRY-A EUROPEAN JOURNAL, v.25, no.50, pp.11641 - 11645 | - |
dc.identifier.wosid | 000482299000001 | - |
dc.citation.endPage | 11645 | - |
dc.citation.number | 50 | - |
dc.citation.startPage | 11641 | - |
dc.citation.title | CHEMISTRY-A EUROPEAN JOURNAL | - |
dc.citation.volume | 25 | - |
dc.contributor.affiliatedAuthor | Kim, D.-P. | - |
dc.identifier.scopusid | 2-s2.0-85071264884 | - |
dc.description.journalClass | 1 | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.type.docType | Article | - |
dc.subject.keywordAuthor | C−H metalation | - |
dc.subject.keywordAuthor | flow chemistry | - |
dc.subject.keywordAuthor | ibuprofen | - |
dc.subject.keywordAuthor | reaction optimization | - |
dc.subject.keywordAuthor | superbase | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
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