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

文献类型：期刊论文

作者Bonku, Emmanuel Mintah3,4; Qin, Hongjian2,3,4; Odilov, Abdullajon3,4; Abduahadi, Safomuddin3,4; Guma, Samuel Desta3,4; Yang, Feipu4; Zhu, Fuqiang1; Aisa, Haji A.2,3; Shen, Jingshan3,4
刊名RSC ADVANCES
出版日期2024-02-21
卷号14期号:10页码:6906-6916
DOI10.1039/d4ra00245h
通讯作者Aisa, Haji A.(haji@ms.xjb.ac.cn) ; Shen, Jingshan(shenjingshan@simm.ac.cn)
英文摘要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.
WOS关键词INTRAMOLECULAR CYCLIZATION ; 2-IODOANILINES ; TELMISARTAN
资助项目Chinese Academy of Sciences[CASIMM120234003] ; Institute of Drug Innovation of the Chinese Academy of Sciences[2020YFE0205600] ; China-Uzbekistan New Drug, Belt and Road Joint Laboratory Construction and Innovative Drug Research for National Key R&D Program of China ; University of Chinese Academy of Sciences (UCAS) ; UCAS Scholarship for International students
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001175776600001
出版者ROYAL SOC CHEMISTRY
源URL[http://119.78.100.183/handle/2S10ELR8/310357]  
专题新药研究国家重点实验室
通讯作者Aisa, Haji A.; Shen, Jingshan
作者单位1.Topharman Shanghai Co Ltd, 388 Jialilue Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
2.Xinjiang Tech Inst Phys & Chem, Chinese Acad Sci, State Key Lab Basis Xinjiang Indigenous Med Plants, Urumqi 830011, Xinjiang, Peoples R China
3.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China
4.Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714		 Bonku, Emmanuel Mintah,Qin, Hongjian,Odilov, Abdullajon,et al. Improved and ligand-free copper-catalyzed cyclization for an efficient synthesis of benzimidazoles from o-bromoarylamine and nitriles[J]. RSC ADVANCES,2024,14(10):6906-6916.
APA Bonku, Emmanuel Mintah.,Qin, Hongjian.,Odilov, Abdullajon.,Abduahadi, Safomuddin.,Guma, Samuel Desta.,...&Shen, Jingshan.(2024).Improved and ligand-free copper-catalyzed cyclization for an efficient synthesis of benzimidazoles from o-bromoarylamine and nitriles.RSC ADVANCES,14(10),6906-6916.
MLA Bonku, Emmanuel Mintah,et al."Improved and ligand-free copper-catalyzed cyclization for an efficient synthesis of benzimidazoles from o-bromoarylamine and nitriles".RSC ADVANCES 14.10(2024):6906-6916.

入库方式： OAI收割

来源：上海药物研究所

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