NH4I-Triggered [4+2] Annulation of α,β-Unsaturated Ketoxime Acetates with N-Acetyl Enamides for the Synthesis of Pyridines

被引：32

作者：

Duan, Jindian ^{[1
]}

Zhang, Lei ^{[1
]}

Xu, Gaochen ^{[1
]}

Chen, Heming ^{[1
]}

Ding, Xiaojuan ^{[1
]}

Mao, Yiyang ^{[1
]}

Rong, Binsen ^{[1
]}

Zhu, Ning ^{[1
]}

Guo, Kai ^{[1
]}

机构：

[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, State Key Lab Mat Oriented Chem Engn, Nanjing 211816, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 12期

关键词：

IRON-CATALYZED CYCLIZATION; OXIME ACETATES; RHODIUM(III)-CATALYZED SYNTHESIS; POLYSUBSTITUTED PYRIDINES; SYMMETRICAL PYRIDINES; TERTIARY ANILINES; MODULAR SYNTHESIS; CYCLOADDITION; DERIVATIVES; INDOLES;

D O I：

10.1021/acs.joc.0c01081

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The NH4I-triggered formal [4 + 2] annulation of alpha,beta-unsaturated ketoxime acetates with N-acetyl enamides has been developed. The current protocol employs electron-rich enamides as C2 synthons and enables the efficient and straightforward construction of polysubstituted pyridines in moderate to good yields based on metal-free systems. The reaction tolerates a wide range of functional groups and represents an alternate route toward the synthesis of pyridine derivatives.

引用

页码：8157 / 8165

页数：9

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