Metal-Free [2+2+2] Cycloaddition of Ynamides and Nitriles: Mild and Regioselective Synthesis of Fully Substituted Pyridines

被引：93

作者：

Wang, Yong ^{[1
,2
]}

Song, Li-Juan ^{[3
]}

Zhang, Xinhao ^{[3
]}

Sun, Jianwei ^{[1
,2
]}

机构：

[1] HKUST, Dept Chem, Kowloon, Hong Kong, Peoples R China

[2] HKUST, Shenzhen Res Inst, Shenzhen 518057, Peoples R China

[3] Peking Univ, Shenzhen Grad Sch, Lab Chem Genom, Lab Computat Chem & Drug Design, Shenzhen 518055, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 33期

关键词：

Bronsted acid; cycloaddition; cyclotrimerization; heterocycles; reaction mechanisms; ONE-STEP SYNTHESIS; UNACTIVATED NITRILES; DIELS-ALDER; DERIVATIVES; ALKYNES; ALPHA; OMEGA-DIYNES; CONSTRUCTION; CYCLIZATION; PYRIDONES; CATALYST;

D O I：

10.1002/anie.201603889

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ametal-free trimolecular [2+2+2] cycloaddition of internal ynamides and nitriles for de novo synthesis of fully substituted pyridines is disclosed. With the versatile Bronsted acid catalyst HNTf2, the mild intermolecular cyclotrimerization process proceeds with complementary chemoselectivity and excellent regioselectivity.

引用

页码：9704 / 9708

页数：5

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