One-pot synthesis of 4-(imidazol-1-yl)indole derivatives through a sequential dearomatization and Ag-catalyzed cyclization/Cs2CO3-mediated addition/aromatization reaction

被引：3

作者：

Huang, Chaoman ^{[1
]}

Jin, Zefeng ^{[1
]}

Zhang, Bei ^{[1
]}

Zhou, Yuanyuan ^{[1
]}

Lin, Huiting ^{[1
]}

Kang, Honglan ^{[1
]}

Shen, Guodong ^{[2
]}

Lv, Xin ^{[1
]}

机构：

[1] Zhejiang Normal Univ, Coll Chem & Mat Sci, Key Lab, Minist Educ Adv Catalysis Mat, 688 Yingbin Rd, Jinhua 321004, Peoples R China

[2] Liaocheng Univ, Sch Chem & Chem Engn, Shandong Prov Key Lab Chem Energy Storage & Novel, Liaocheng 252059, Shandong, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 20期

基金：

中国国家自然科学基金;

关键词：

INDOLES; CYCLIZATION; 2-ALKYNYLANILINES; ALKALOIDS; ACCESS;

D O I：

10.1039/d3ob00316g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient one-pot assembly of 4-(imidazol-1-yl)indole derivatives from easily accessible o-alkynylanilines and imidazoles has been developed. The sequential dearomatization and Ag(i)-catalyzed cyclization/Cs2CO3-mediated conjugate addition/aromatization cascade reactions exhibit high efficiency and excellent selectivity. The combined use of a silver(i) salt and cesium carbonate is significant for facilitating this domino transformation. The 4-(imidazol-1-yl)indole products could be easily converted to the corresponding derivatives and might be valuable in biological chemistry and medicinal science.

引用

页码：4245 / 4256

页数：12

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