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Copper(I)-catalyzed α-arylation of carbonyl cascade reaction leading to benzo[4, 5] imidazo[1,2-f]phenanthridin-4(1H)-one derivatives

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Abstract

A sequential α-arylation of carbonyl reaction and intra-molecular cyclization of 2-(2-bromophenyl)-1H-benzo[d]imidazoles with cyclohexane-1,3-diones was described in 1,4-dioxane catalyzed by Cu(I)/l-proline. It provided an efficient method for the synthesis of benzo[4, 5]imidazo[1,2-f] phenanthridin-4(1H)-ones with high efficiency in mild conditions.

Graphical Abstract

A sequential α-arylation of carbonyl reaction and intra-molecular cyclization of 2-(2-bromophenyl)-1H-benzo[d]imidazoles with cyclohexane-1,3-diones was described in 1,4-dioxane catalyzed by Cu(I)/l-proline.

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Acknowledgements

We are grateful to the Major Natural Science Foundation of Jiangsu Province (14KJA150004), and a project funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions for financial support.

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Authors and Affiliations

  1. School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu, 221116, People’s Republic of China

    Fang Dong, Rong-Zhang Jin, Jian-Quan Liu & Xiang-Shan Wang

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  1. Fang Dong
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  2. Rong-Zhang Jin
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  3. Jian-Quan Liu
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  4. Xiang-Shan Wang
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Correspondence to Jian-Quan Liu or Xiang-Shan Wang.

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Dong, F., Jin, RZ., Liu, JQ. et al. Copper(I)-catalyzed α-arylation of carbonyl cascade reaction leading to benzo[4, 5] imidazo[1,2-f]phenanthridin-4(1H)-one derivatives. Res Chem Intermed 43, 5995–6006 (2017). https://doi.org/10.1007/s11164-017-2975-7

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