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.
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页数：8
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