DIVERGENT SYNTHESIS OF 1,5-BENZODIAZEPINES AND BENZIMIDAZOLES <i>via</i> A BICl<sub>3</sub>-CATALYZED ONE-POT CONDENSATION–CYCLIZATION PROCESS

Jiaqi Sun; Shan Li; Meiqing Meng; Qiumei Xue; Xuliang Chen; Qiong Qin; Xiaofeng Liu; Qi Liu

doi:10.1007/6975

Authors

Jiaqi Sun College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Shan Li Key Laboratory of Regional Ecological Environment Analysis and Pollution Control of West Guangxi (Baise University), Education Department of Guangxi Zhuang Autonomous Region, Baise 533000, China College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Meiqing Meng College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Qiumei Xue College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Xuliang Chen College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Qiong Qin College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Xiaofeng Liu Key Laboratory of Regional Ecological Environment Analysis and Pollution Control of West Guangxi (Baise University), Education Department of Guangxi Zhuang Autonomous Region, Baise 533000, China College of Chemistry & Environment Engineering, Baise University, Baise 533000, China
Qi Liu Nanjing Sanjiang Advanced Material R&D Co., Ltd, 13 Longjin Road, Nanjing 210047, China

DOI:

https://doi.org/10.1007/6975

Keywords:

aldehyde, benzimidazoles, 1, 5-benzodiazepines, bismuth(III) chloride, ketone, condensation–cyclization.

Abstract

Catalyzed by BiCl3, aromatic o-diamines reacted with ketones efficiently to produce 1,5-benzodiazepines in good to excellent yields by condensation–cyclization reaction. Using aldehydes as substrates, mono- or disubstituted benzimidazoles were obtained as the final products. All reactions were carried out under mild reaction conditions and showed good functional group compatibility.