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学科主题: 天然产物有机化学
题名: Cyano-Schmittel Cyclization through Base-Induced Propargyl-Allenyl Isomerization: Highly Modular Synthesis of Pyridine-Fused Aromatic Derivatives
其他题名: 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
作者: You X(尤旭); Jie X(解鑫); Chen HY(陈好益); Li YX(李玉学); Liu YH(刘元红)
通讯作者: 李玉学 ; 刘元红
刊名: Chem.-Eur. J.
发表日期: 2015
DOI: 10.1002/chem.201503374
卷: 21, 期:51, 页:18699-18705
收录类别: SCI
文章类型: 论文
英文摘要: The 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.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000368280400030
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39816
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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作者单位: 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:
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.
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