Intramolecular Ynamide-Benzyne (3+2) Cycloadditions

被引：13

作者：

Tawatari, Tsukasa ^{[1
]}

Kato, Ritsuki ^{[1
]}

Kudo, Riku ^{[1
]}

Takasu, Kiyosei ^{[1
]}

Takikawa, Hiroshi ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 19期

基金：

日本学术振兴会;

关键词：

Benzyne; Cycloaddition; Heterocycles; Ylides; Ynamides; 1,3-DIPOLAR CYCLOADDITION; NUCLEOPHILIC-SUBSTITUTION; SELECTIVE SYNTHESIS; NITRILE OXIDES; N-ARYLINDOLES; ARYNES; EFFICIENT; NITROGEN; BENZOTRIAZOLES; 1H-INDAZOLES;

D O I：

10.1002/anie.202300907

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report herein intramolecular (3+2) cycloaddition reactions between ynamides as three-atom components and benzyne. In these intramolecular reactions, the two-bond formation is realized by exploiting benzyne precursors that contain a chlorosilyl group as a linking functionality. This method thus highlights the ambivalent character of the intermediate indolium ylide, which exhibits both nucleophilic and electrophilic properties at its C2 atom.

引用

页数：6

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