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Visible light promoted synthesis of N-aroylsulfoximines by oxidative C-H acylation of NH-sulfoximines

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Abstract

The visible light-promoted synthesis of N-aroylsulfoximines has been accomplished via an oxidative dehydrogenative coupling at room temperature under air without the addition of a photosensitizer, metal catalyst, or base. This process exhibits good functional group tolerance, allows facile isolation and purification, and affords N-aroylsulfoximines with high efficiency. The efficiency of the newly developed protocol is described in detail with 27 examples with yields ranging from 80% to 96%. Furthermore, the chirality of the NH-sulfoximine is completely maintained in the desired N-aroylsulfoximine product (<99% ee).

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (21372034) and the State Key Laboratory of Geohazard Prevention and Geoenvironment Protection (SKLGP2018Z002).

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Authors and Affiliations

  1. State Key Laboratory of Geohazard Prevention and Geoenvironment Protection, College of Materials, Chemistry & Chemical Engineering, Chengdu University of Technology, Chengdu, 610059, China

    Wenlong Jiang, Youming Huang & Qingle Zeng

  2. College of Environment and Ecology, Chengdu University of Technology, Chengdu, 610059, China

    Lihong Zhou

Authors
  1. Wenlong Jiang
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  2. Youming Huang
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  3. Lihong Zhou
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  4. Qingle Zeng
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Correspondence to Qingle Zeng.

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Conflict of interest The authors declare that they have no conflict of interest.

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Jiang, W., Huang, Y., Zhou, L. et al. Visible light promoted synthesis of N-aroylsulfoximines by oxidative C-H acylation of NH-sulfoximines. Sci. China Chem. 62, 1213–1220 (2019). https://doi.org/10.1007/s11426-019-9499-5

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  • DOI: https://doi.org/10.1007/s11426-019-9499-5

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