Integrated One-Flow Synthesis of Heterocyclic Thioquinazolinones through Serial Microreactions with Two Organolithium Intermediates
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 김희진 | - |
dc.date.accessioned | 2022-04-10T19:40:39Z | - |
dc.date.available | 2022-04-10T19:40:39Z | - |
dc.date.created | 2022-04-08 | - |
dc.date.issued | 2015-02 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/139933 | - |
dc.description.abstract | "The synthesis of pharmaceutical compounds via short-lived intermediates in a microreactor is attractive, because of the fast flow and high throughput. Additionally, intermediates can be utilized sequentially to efficiently build up a library in a short time. Here we present an integrated microfluidic synthesis of biologically active thioquinazolinone libraries. Generation of o-lithiophenyl isothiocyanate and subsequent reaction with aryl isocyanate is optimized by controlling the residence time in the microreactor to 16ms at room temperature. Various S-benzylic thioquinazolinone derivatives are synthesized within 10s in high yields (75-98%) at room temperature. These three-step reactions involve two organolithium intermediates, an isothiocyanate-functionalized aryllithium intermediate, and a subsequent lithium thiolate intermediate. We also demonstrate the gram-scale synthesis of a multifunctionalized thioquinazolinone in the microfluidic device with a high yield (91%) and productivity (1.25g in 5min)." | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Integrated One-Flow Synthesis of Heterocyclic Thioquinazolinones through Serial Microreactions with Two Organolithium Intermediates | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | 김희진 | - |
dc.identifier.doi | 10.1002/anie.201410062 | - |
dc.identifier.bibliographicCitation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.54, pp.1877 - 1880 | - |
dc.relation.isPartOf | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.title | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.volume | 54 | - |
dc.citation.startPage | 1877 | - |
dc.citation.endPage | 1880 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordAuthor | biologically active compounds | - |
dc.subject.keywordAuthor | microreactors | - |
dc.subject.keywordAuthor | organolithium compounds | - |
dc.subject.keywordAuthor | reactive intermediates | - |
dc.subject.keywordAuthor | thioquinazolinones | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
(02841) 서울특별시 성북구 안암로 14502-3290-1114
COPYRIGHT © 2021 Korea University. All Rights Reserved.
Certain data included herein are derived from the © Web of Science of Clarivate Analytics. All rights reserved.
You may not copy or re-distribute this material in whole or in part without the prior written consent of Clarivate Analytics.