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Sodium tetrachloroaurate(III) dihydrate-catalyzed efficient synthesis of 1,5-benzodiazepine and quinoxaline derivatives

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Abstract

Both 1,5-benzodiazepine and quinoxaline derivatives are important heterocycles in pharmaceuticals. We describe an efficient and clean method for the synthesis of 1,5-benzodiazepines from o-phenylenediamine and ketones catalyzed by sodium tetrachloroaurate(III) dihydrate under mild conditions. The catalyst was shown to be equally effective for the synthesis of quinoxalines from o-phenylenediamine and α-bromo ketones under the similar reaction conditions. This method produced good yields.

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  1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, 310014, China

    Ren-xin Shi, Yun-kui Liu & Zhen-yuan Xu

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  1. Ren-xin Shi
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  2. Yun-kui Liu
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Correspondence to Zhen-yuan Xu.

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Project supported by the Natural Science Foundation of Zhejiang Province (No. Y407168), the Foundation of Education of Zhejiang Province (No. Z200803599), and the Opening Foundation of Zhejiang Provincial Top Key Discipline (No. 56310101634), China

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Shi, Rx., Liu, Yk. & Xu, Zy. Sodium tetrachloroaurate(III) dihydrate-catalyzed efficient synthesis of 1,5-benzodiazepine and quinoxaline derivatives. J. Zhejiang Univ. Sci. B 11, 102–108 (2010). https://doi.org/10.1631/jzus.B0900288

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