Cyano-Schmittel Cyclization through Base-Induced Propargyl-Allenyl Isomerization: Highly Modular Synthesis of Pyridine-Fused Aromatic Derivatives
文献类型:期刊论文
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) |
刊名 | Chem.-Eur. J.
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出版日期 | 2015 |
卷号 | 21期号:51页码:18699-18705 |
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 |
通讯作者 | 李玉学 ; 刘元红 |
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. |
学科主题 | 天然产物有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1002/chem.201503374 |
语种 | 英语 |
WOS记录号 | WOS:000368280400030 |
源URL | [http://ir.sioc.ac.cn/handle/331003/39816] ![]() |
专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
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 |
推荐引用方式 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. |
入库方式: OAI收割
来源:上海有机化学研究所
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