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Synthesis of benzopyrano[4,3-b](N-arylsulfonyl)indoles and benzopyrano[3,4-b](N-arylsulfonyl)indoles via intramolecular palladium-catalyzed aryl–aryl coupling reaction

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Abstract

A series of benzopyrano[3,4-b](N-arylsulfonyl) indole derivatives and benzopyrano[4,3-b](N-arylsulfonyl) indole derivatives were synthesized from 2- or 3-methylindole via intermolecular S N 2 reaction and subsequent intramolecular palladium-catalyzed aryl–aryl coupling reaction for the first time. It was suggested that, besides using the Fischer cyclization, benzopyrano[4,3-b]indoles and benzopyrano[3,4-b]indoles could also be prepared via intermolecular S N 2 reaction and sequential intramolecular palladium-catalyzed coupling reaction.

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Authors and Affiliations

  1. Laboratory of Pharmaceutical Design and Synthesis, College of Sciences, Northwest A&F University, Yangling, 712100, People’s Republic of China

    Ling-ling Fan, Zhi-ping Che, Rui Zhang, Xiang Yu, Xiao-yan Zhi & Hui Xu

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  1. Ling-ling Fan
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  2. Zhi-ping Che
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  3. Rui Zhang
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  4. Xiang Yu
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  5. Xiao-yan Zhi
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  6. Hui Xu
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Corresponding author

Correspondence to Hui Xu.

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Fan, Ll., Che, Zp., Zhang, R. et al. Synthesis of benzopyrano[4,3-b](N-arylsulfonyl)indoles and benzopyrano[3,4-b](N-arylsulfonyl)indoles via intramolecular palladium-catalyzed aryl–aryl coupling reaction. Mol Divers 16, 415–421 (2012). https://doi.org/10.1007/s11030-012-9370-5

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  • DOI: https://doi.org/10.1007/s11030-012-9370-5

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