Improved and ligand-free copper-catalyzed cyclization for an efficient synthesis of benzimidazoles from o-bromoarylamine and nitriles

被引：4

作者：

Bonku, Emmanuel Mintah ^{[1
,2
]}

Qin, Hongjian ^{[1
,2
,3
]}

Odilov, Abdullajon ^{[1
,2
]}

Abduahadi, Safomuddin ^{[1
,2
]}

Guma, Samuel Desta ^{[1
,2
]}

Yang, Feipu ^{[1
]}

Zhu, Fuqiang ^{[4
]}

Aisa, Haji A. ^{[2
,3
]}

Shen, Jingshan ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China

[2] Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China

[3] Xinjiang Tech Inst Phys & Chem, Chinese Acad Sci, State Key Lab Basis Xinjiang Indigenous Med Plants, Urumqi 830011, Xinjiang, Peoples R China

[4] Topharman Shanghai Co Ltd, 388 Jialilue Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China

来源：

RSC ADVANCES | 2024年 / 14卷 / 10期

基金：

国家重点研发计划;

关键词：

INTRAMOLECULAR CYCLIZATION; 2-IODOANILINES; TELMISARTAN;

D O I：

10.1039/d4ra00245h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present an improved copper-catalyzed cyclization for an efficient synthesis of benzimidazoles from o-bromoarylamine and nitriles, under mild and ligand-free conditions. The optimal conditions yielded exceptional products of up to 98%, demonstrating the broad applicability of this synthetic strategy in generating a wide range of valuable imidazole derivatives. This methodology enables the efficient synthesis of various substituted benzimidazole derivatives and offers an environmentally friendly alternative to conventional methods. By eliminating the use of harsh reagents and high temperatures associated with traditional synthesis approaches, this method proves to be more efficient and robust. Notably, we successfully applied this synthetic approach to the synthesis of bendazol and thiabendazole, yielding 82% and 78%, respectively, on a 100 gram scale.

引用

页码：6906 / 6916

页数：11

共 22 条

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