Electrophilic heterocycles: Functionalization with enol silyl ethers

被引：1

作者：

Holmin, Grant P. ^{[1
]}

Hood, Jacob C. ^{[1
]}

Xue, Hongfang ^{[1
]}

Klumpp, Douglas A. ^{[1
]}

机构：

[1] Northern Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA

来源：

TETRAHEDRON | 2023年 / 142卷

关键词：

Hetrocycles; Carbocation; Electrophile; Lewis acid; NITROGEN-HETEROCYCLES; 2-INDOLYLMETHANOLS; DRUGS;

D O I：

10.1016/j.tet.2023.133511

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of heterocyclic triaryl methanols were prepared and reacted with enol silyl ethers in the presence of ZnCl2. This reaction gave a variety of functionalized heterocyclic products. A mechanism is proposed involving formation triaryl carbocation electrophiles with delocalization of positive charge to positions in the heterocyclic rings. Nucleophilic attack then occurs at a ring position of the heterocycle. & COPY; 2023 Published by Elsevier Ltd.

引用

页数：8