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Rhodium(III)-Catalyzed Synthesis of Pyridines from alpha,beta-Unsaturated Ketoximes and Internal Alkynes
Too, Pei Chui2; Noji, Toshiharu3; Lim, Ying Jie2; Li, Xingwei1; Chiba, Shunsuke2
KeywordPyridines Oximes Alkynes Rhodium C-h Activation
Source PublicationSYNLETT
2011-12-01
DOI10.1055/s-0031-1289556
Issue19Pages:2789-2794
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordC-H BOND ; ONE-POT SYNTHESIS ; CATALYZED OXIDATIVE COUPLING/CYCLIZATION ; HIGHLY FUNCTIONALIZED PYRIDINES ; AROMATIC IMINES ; SUBSTITUTED PYRIDINES ; ORTHO-ALKYLATION ; CARBON-HYDROGEN ; RING-EXPANSION ; VINYL AZIDES
AbstractA method for the synthesis of highly substituted pyridines from alpha,beta-unsaturated oximes and internal alkynes has been developed using [Cp*RhCl2](2)-CsOPiv as the catalyst system. The present transformation is carried out by a redox-neutral sequence of vinylic C-H rhodation, alkyne insertion, and C-N bond formation of the putative vinyl rhodium intermediate with the oxime nitrogen, where the N-O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.
Language英语
WOS IDWOS:000297847700004
Citation statistics
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/142586
Collection中国科学院大连化学物理研究所
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
3.Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
Recommended Citation
GB/T 7714
Too, Pei Chui,Noji, Toshiharu,Lim, Ying Jie,et al. Rhodium(III)-Catalyzed Synthesis of Pyridines from alpha,beta-Unsaturated Ketoximes and Internal Alkynes[J]. SYNLETT,2011(19):2789-2794.
APA Too, Pei Chui,Noji, Toshiharu,Lim, Ying Jie,Li, Xingwei,&Chiba, Shunsuke.(2011).Rhodium(III)-Catalyzed Synthesis of Pyridines from alpha,beta-Unsaturated Ketoximes and Internal Alkynes.SYNLETT(19),2789-2794.
MLA Too, Pei Chui,et al."Rhodium(III)-Catalyzed Synthesis of Pyridines from alpha,beta-Unsaturated Ketoximes and Internal Alkynes".SYNLETT .19(2011):2789-2794.
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