DC Field | Value | Language |
---|---|---|
dc.contributor.author | Ham, Won Seok | ko |
dc.contributor.author | Choi, Hoonchul | ko |
dc.contributor.author | Zhang, Jianbo | ko |
dc.contributor.author | Kim, Dongwook | ko |
dc.contributor.author | Chang, Sukbok | ko |
dc.date.accessioned | 2022-04-14T06:53:45Z | - |
dc.date.available | 2022-04-14T06:53:45Z | - |
dc.date.created | 2022-04-05 | - |
dc.date.created | 2022-04-05 | - |
dc.date.created | 2022-04-05 | - |
dc.date.issued | 2022-02 | - |
dc.identifier.citation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.144, no.7, pp.2885 - 2892 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10203/292829 | - |
dc.description.abstract | Synthesis of heteroaryl amines has been an important topic in organic chemistry because of their importance in smallmolecule discovery. In particular, 2-aminopyrimidines represent a highly privileged structural motif that is prevalent in bioactive molecules, but a general strategy to introduce the pyrimidine C2-N bonds via direct functionalization is elusive. Here we describe a synthetic platform for site-selective C-H functionalization that affords pyrimidinyl iminium salt intermediates, which then can be transformed into various amine products in situ. Mechanism-based reagent design allowed for the C2-selective amination of pyrimidines, opening the new scope of site-selective heteroaryl C-H functionalization. Our method is compatible with a broad range of pyrimidines with sensitive functional groups and can access complex aminopyrimidines with high selectivity. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | C2-Selective, Functional-Group-Divergent Amination of Pyrimidines by Enthalpy-Controlled Nucleophilic Functionalization | - |
dc.type | Article | - |
dc.identifier.wosid | 000765779100009 | - |
dc.identifier.scopusid | 2-s2.0-85124871667 | - |
dc.type.rims | ART | - |
dc.citation.volume | 144 | - |
dc.citation.issue | 7 | - |
dc.citation.beginningpage | 2885 | - |
dc.citation.endingpage | 2892 | - |
dc.citation.publicationname | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.identifier.doi | 10.1021/jacs.1c13373 | - |
dc.contributor.localauthor | Chang, Sukbok | - |
dc.contributor.nonIdAuthor | Ham, Won Seok | - |
dc.contributor.nonIdAuthor | Zhang, Jianbo | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | QUINOLINE N-OXIDES | - |
dc.subject.keywordPlus | C-H-AMINATION | - |
dc.subject.keywordPlus | CATALYZED DIRECT AMINATION | - |
dc.subject.keywordPlus | LATE-STAGE FUNCTIONALIZATION | - |
dc.subject.keywordPlus | METAL-FREE SYNTHESIS | - |
dc.subject.keywordPlus | ONE-STEP CONVERSION | - |
dc.subject.keywordPlus | VISIBLE-LIGHT | - |
dc.subject.keywordPlus | ELECTROPHILIC AMINATION | - |
dc.subject.keywordPlus | MILD | - |
dc.subject.keywordPlus | AMIDATION | - |
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