DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kweon, Byeongseok | ko |
dc.contributor.author | Kim, Changha | ko |
dc.contributor.author | Kim, Seonyul | ko |
dc.contributor.author | Hong, Sungwoo | ko |
dc.date.accessioned | 2021-12-09T06:40:26Z | - |
dc.date.available | 2021-12-09T06:40:26Z | - |
dc.date.created | 2021-11-22 | - |
dc.date.created | 2021-11-22 | - |
dc.date.issued | 2021-12 | - |
dc.identifier.citation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.60, no.51, pp.26813 - 26821 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.uri | http://hdl.handle.net/10203/290269 | - |
dc.description.abstract | Herein, we report an efficient strategy for the remote C-H pyridylation of hydroxamates with excellent ortho-selectivity by designing a new class of photon-absorbing O-aryl oxime pyridinium salts generated in situ from the corresponding pyridines and hydroxamates. When irradiated by visible light, the photoexcitation of oxime pyridinium intermediates generates iminyl radicals via the photolytic N-O bond cleavage, which does not require an external photocatalyst. The efficiency of light absorption and N-O bond cleavage of the oxime pyridinium salts can be modulated through the electronic effect of substitution on the O-aryl ring. The resultant iminyl radicals enable the installation of pyridyl rings at the gamma-CN position, which yields synthetically valuable C2-substituted pyridyl derivatives. This novel synthetic approach provides significant advantages in terms of both efficiency and simplicity and exhibits broad functional group tolerance in complex settings under mild and metal-free conditions. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Remote C-H Pyridylation of Hydroxamates through Direct Photoexcitation of O-Aryl Oxime Pyridinium Intermediates | - |
dc.type | Article | - |
dc.identifier.wosid | 000718391300001 | - |
dc.identifier.scopusid | 2-s2.0-85119377095 | - |
dc.type.rims | ART | - |
dc.citation.volume | 60 | - |
dc.citation.issue | 51 | - |
dc.citation.beginningpage | 26813 | - |
dc.citation.endingpage | 26821 | - |
dc.citation.publicationname | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.identifier.doi | 10.1002/anie.202112364 | - |
dc.contributor.localauthor | Hong, Sungwoo | - |
dc.contributor.nonIdAuthor | Kim, Changha | - |
dc.contributor.nonIdAuthor | Kim, Seonyul | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | heterocycles | - |
dc.subject.keywordAuthor | iminyl radicals | - |
dc.subject.keywordAuthor | oximes | - |
dc.subject.keywordAuthor | photochemistry | - |
dc.subject.keywordAuthor | reaction mechanisms | - |
dc.subject.keywordPlus | NITROGEN-CENTERED RADICALS | - |
dc.subject.keywordPlus | LIGHT-MEDIATED GENERATION | - |
dc.subject.keywordPlus | FUNCTIONALIZATION | - |
dc.subject.keywordPlus | ALKYLATION | - |
dc.subject.keywordPlus | HETEROCYCLES | - |
dc.subject.keywordPlus | ARYLATION | - |
dc.subject.keywordPlus | HETEROARYLATION | - |
dc.subject.keywordPlus | PHENANTHRIDINES | - |
dc.subject.keywordPlus | PRECURSORS | - |
dc.subject.keywordPlus | QUINOLINES | - |
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