Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 김원석 | * |
dc.date.accessioned | 2020-07-16T16:30:12Z | - |
dc.date.available | 2020-07-16T16:30:12Z | - |
dc.date.issued | 2020 | * |
dc.identifier.issn | 0022-3263 | * |
dc.identifier.issn | 1520-6904 | * |
dc.identifier.other | OAK-27193 | * |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/254201 | - |
dc.description.abstract | A new and mild synthetic approach has been developed for the synthesis of pharmaceutically important unsymmetrical diarylpyridines via chemoselective Suzuki-Miyaura coupling reactions of bromo-2-sulfonyloxypyridines. Most reactions allow for facile access to aryl-2-sulfonyloxypyridines at room temperature in yields of 5-99% with excellent chemoselectivity in the presence of Pd(OAc)(2) (2.0 mol %) and Ad(2)BnP (2.4 mol %). The second arylation of the remaining tosyl or triflyl group in the monoarylpyridine derivatives obtained was successfully accomplished for the synthesis of unsymmetrical 2,3-, 2,4-, 2,5-, and 2,6-diarylpyridine derivatives. Furthermore, a one-pot synthesis of unsymmetrical diarylpyridines starting from bromo-2-sulfonyloxypyridine was accomplished to demonstrate the practical convenience. Finally, with this method, an antibacterial agent, a topoisomerase inhibitor, and etoricoxib, a nonsteroidal anti-inflammatory drug, were successfully synthesized from the corresponding bromo-2-hydroxypyridines in overall yields of 80, 86, and 49%, respectively. | * |
dc.language | English | * |
dc.publisher | AMER CHEMICAL SOC | * |
dc.title | Highly Selective Room-Temperature Suzuki-Miyaura Coupling of Bromo-2-sulfonyloxypyridines for Unsymmetrical Diarylpyridines | * |
dc.type | Article | * |
dc.relation.issue | 11 | * |
dc.relation.volume | 85 | * |
dc.relation.index | SCIE | * |
dc.relation.index | SCOPUS | * |
dc.relation.startpage | 7399 | * |
dc.relation.lastpage | 7412 | * |
dc.relation.journaltitle | JOURNAL OF ORGANIC CHEMISTRY | * |
dc.identifier.doi | 10.1021/acs.joc.0c00793 | * |
dc.identifier.wosid | WOS:000538764000053 | * |
dc.author.google | Jeon, Young-Kyo | * |
dc.author.google | Lee, Jae-Yeon | * |
dc.author.google | Kim, Seo-Eun | * |
dc.author.google | Kim, Won-Suk | * |
dc.contributor.scopusid | 김원석(57203484044) | * |
dc.date.modifydate | 20240220102223 | * |