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Cyano-Schmittel Cyclization through Base-Induced Propargyl-Allenyl Isomerization: Highly Modular Synthesis of Pyridine-Fused Aromatic Derivatives
Alternative Title碱促进的炔丙基-联烯异构化/氰基-Schmittel环化串联反应:吡啶并芳香环类衍生物的合成
You X(尤旭); Jie X(解鑫); Chen HY(陈好益); Li YX(李玉学); Liu YH(刘元红)
2015
Source PublicationChem.-Eur. J.
Volume21Issue:51Pages:18699-18705
AbstractThe cyano-Schmittel cyclization of in situ-generated cyano-allenes has been carried out. The DFT calculation results suggest that the diradical pathway plays a major role in this cyclization. The reactions can be conveniently performed in a one-pot manner through cascade Sonogashira coupling of terminal cyano-ynes with organic halides, followed by base-promoted propargyl-allenyl isomerization/cyclization, leading to an efficient access to pyridine-fused polycyclic architectures. In particular, a large variety of aryl or heteroaryl rings such as furans, thiophenes and pyridines can be incorporated into the follow-up cyano-Diels-Alder reactions, highlighting the great synthetic utility of this chemistry.
Subtype论文
Subject Area天然产物有机化学
DOI10.1002/chem.201503374
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000368280400030
Citation statistics
Cited Times:9[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39816
Collection中科院天然产物有机化学重点实验室
Corresponding AuthorLi YX(李玉学); Liu YH(刘元红)
Affiliation中科院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
You X,Jie X,Chen HY,et al. Cyano-Schmittel Cyclization through Base-Induced Propargyl-Allenyl Isomerization: Highly Modular Synthesis of Pyridine-Fused Aromatic Derivatives[J]. Chem.-Eur. J.,2015,21(51):18699-18705.
APA 尤旭,解鑫,陈好益,李玉学,&刘元红.(2015).Cyano-Schmittel Cyclization through Base-Induced Propargyl-Allenyl Isomerization: Highly Modular Synthesis of Pyridine-Fused Aromatic Derivatives.Chem.-Eur. J.,21(51),18699-18705.
MLA 尤旭,et al."Cyano-Schmittel Cyclization through Base-Induced Propargyl-Allenyl Isomerization: Highly Modular Synthesis of Pyridine-Fused Aromatic Derivatives".Chem.-Eur. J. 21.51(2015):18699-18705.
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