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Formal Gold- and Rhodium-Catalyzed Regiodivergent C-H Alkynylation of 2-Pyridones
Li, Yunyun; Xie, Fang; Li, Xingwei
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
2016-01-15
ISSN0022-3263
DOI10.1021/acs.joc.5b02410
Volume81Issue:2Pages:715-722
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordBOND ACTIVATION ; REGIOSELECTIVE SYNTHESIS ; CHELATION-ASSISTANCE ; HETEROCYCLES ; ARYLATION ; PYRIDONE ; ARENES ; RH(III) ; ALKYNES ; FUNCTIONALIZATIONS
AbstractFormal regiodivergent C-H alkynylation of 2-pyridones bearing different N-substituents has been realized under Au(I) and Rh(III) catalysis using a hypervalent iodine alkyne reagent. When catalyzed by Au(I), the alkynylation occurred at the most electron-rich 5-position via an electrophilic alkynylation pathway. The selectivity was switched to the 6-position under assistance of an N-chelation group when a Rh(III) catalyst was employed. A rhodacylic complex has been isolated as a key intermediate.
Language英语
WOS IDWOS:000369212900039
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:49[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/171397
Collection中国科学院大连化学物理研究所
Corresponding AuthorLi, Xingwei
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Li, Yunyun,Xie, Fang,Li, Xingwei. Formal Gold- and Rhodium-Catalyzed Regiodivergent C-H Alkynylation of 2-Pyridones[J]. JOURNAL OF ORGANIC CHEMISTRY,2016,81(2):715-722.
APA Li, Yunyun,Xie, Fang,&Li, Xingwei.(2016).Formal Gold- and Rhodium-Catalyzed Regiodivergent C-H Alkynylation of 2-Pyridones.JOURNAL OF ORGANIC CHEMISTRY,81(2),715-722.
MLA Li, Yunyun,et al."Formal Gold- and Rhodium-Catalyzed Regiodivergent C-H Alkynylation of 2-Pyridones".JOURNAL OF ORGANIC CHEMISTRY 81.2(2016):715-722.
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