Copper-Catalyzed Synthesis of Dibenzo[b,f]imidazo[1,2-d][1,4]oxazepine Derivatives via a Double Ullmann Coupling Reaction

Xin-Yi Chen; Zhuo-Huan Li; Jian-Quan Liu; Xiang-Shan Wang

doi:10.1055/s-0037-1611945

Synthesis, Table of Contents

Synthesis 2019; 51(07): 1662-1668
DOI: 10.1055/s-0037-1611945

paper

Copper-Catalyzed Synthesis of Dibenzo[b,f]imidazo[1,2-d][1,4]oxazepine Derivatives via a Double Ullmann Coupling Reaction

Xin-Yi Chen

,

Zhuo-Huan Li

,

Jian-Quan Liu*

,

Xiang-Shan Wang *

School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P. R. of China Email: xswang@jsnu.edu.cn

› Author Affiliations

Abstract

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Abstract

A double Ullmann coupling reaction successfully takes place between 4,5-diaryl-2-(2-bromophenyl)-1H-imidazoles and 2-bromophenols in the presence of Cs₂CO₃. This procedure is catalyzed by copper(I) iodide and o-phenanthroline and provides an efficient method for the synthesis of dibenzo[b,f]imidazo[1,2-d][1,4]oxazepine derivatives in good yields.

Key words

Ullmann coupling - dibenzoimidazo[1,4]oxazepines - copper(I) iodide - o-phenanthroline - catalysis

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References

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