Metal-free synthesis of dihydrofuran derivatives as anti-vicinal amino alcohol isosteres
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Nangunuri, Bhargav Gupta | - |
dc.contributor.author | Shirke, Rajendra P. P. | - |
dc.contributor.author | Kim, Mi-hyun | - |
dc.date.accessioned | 2023-02-17T11:40:07Z | - |
dc.date.available | 2023-02-17T11:40:07Z | - |
dc.date.created | 2023-02-14 | - |
dc.date.issued | 2023-02 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/86889 | - |
dc.description.abstract | Dihydrofuran cores are commonly incorporated into synthetically and pharmacologically significant scaffolds in natural product and drug discovery chemistry. Herein, we report a concise and practical strategy to construct spiro-dihydrofuran and amino dihydrofuran scaffolds as anti-vicinal amino alcohol isosteres. Hypervalent iodine (PhI(OAc)(NTs2))-mediated C-H activation of alkynes resulted in two-bond formations with one pi bond cleavage: (i) C(sp(2))-N(sp(3)) and O(sp(3))-C(sp(2)); (ii) C(sp(2))-N(sp(3)) and C(sp(3))-C(sp(2)). The metal-free 5-endo-dig oxidative cyclization provided versatile amino 2,3- and 2,5-dihydrofurans bearing the C-5 quaternary carbon. The non-toxicity of all synthesised dihydrofurans was verified via in vitro cell viability assay. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.relation.isPartOf | ORGANIC & BIOMOLECULAR CHEMISTRY | - |
dc.title | Metal-free synthesis of dihydrofuran derivatives as anti-vicinal amino alcohol isosteres | - |
dc.type | Article | - |
dc.type.rims | ART | - |
dc.description.journalClass | 1 | - |
dc.identifier.wosid | 000909660500001 | - |
dc.identifier.doi | 10.1039/d2ob02077g | - |
dc.identifier.bibliographicCitation | ORGANIC & BIOMOLECULAR CHEMISTRY, v.21, no.5, pp.960 - 965 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.scopusid | 2-s2.0-85146160790 | - |
dc.citation.endPage | 965 | - |
dc.citation.startPage | 960 | - |
dc.citation.title | ORGANIC & BIOMOLECULAR CHEMISTRY | - |
dc.citation.volume | 21 | - |
dc.citation.number | 5 | - |
dc.contributor.affiliatedAuthor | Nangunuri, Bhargav Gupta | - |
dc.contributor.affiliatedAuthor | Shirke, Rajendra P. P. | - |
dc.contributor.affiliatedAuthor | Kim, Mi-hyun | - |
dc.type.docType | Article | - |
dc.subject.keywordPlus | N BOND FORMATION | - |
dc.subject.keywordPlus | C-H | - |
dc.subject.keywordPlus | DIAMINATION | - |
dc.subject.keywordPlus | ALKYNYLATION | - |
dc.subject.keywordPlus | BUTENOLIDES | - |
dc.subject.keywordPlus | AMINATION | - |
dc.subject.keywordPlus | DESIGN | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
1342, Seongnam-daero, Sujeong-gu, Seongnam-si, Gyeonggi-do, Republic of Korea(13120)031-750-5114
COPYRIGHT 2020 Gachon 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.