4.8 Article

Single-atom-nickel photocatalytic site-selective sulfonation of enamides to access amidosulfones†

Journal

GREEN CHEMISTRY
Volume 23, Issue 7, Pages 2756-2762

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1gc00379h

Keywords

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Funding

  1. National Natural Science Foundation of China [21902083]
  2. Natural Science Foundation of Shandong Province, Shandong, P. R. China [ZR2020QB130]
  3. College Students Innovation and Entrepreneurship Training Project of Shandong Province [S202010446066]
  4. Southern University of Science and Technology (SUSTech) start fund through the Shenzhen Peacock Talent program
  5. Guangdong Innovative and Entrepreneurial Research Team Program [2016ZT06N532]
  6. Guangdong Provincial Key Laboratory of Materials for Electric Power [2018B030322001]
  7. Talent Program Foundation of Qufu Normal University [6132, 6125]

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The protocol involves the fabrication of single-atom photocatalyst Ni/TiO2 for visible-light-induced site-selective sulfonation of enamides, resulting in high yields of alpha-amidosulfones and beta-propionamidosulfones. The single-atom photocatalysis system exhibits favorable recyclability, high turnover number, excellent tolerance of functional groups, and can be easily scaled up with good efficiency.
Single-atom photocatalysis as an important organic transformation strategy has received increasing attention, with the performances largely depending on the design of catalysts. This protocol involves initially the fabrication of a single-atom photocatalyst Ni/TiO2 for the visible-light-induced site-selective sulfonation of enamides to give amidosulfones with 36 examples up to 99% yield. The experimental results show that this single-atom photocatalyst Ni/TiO2 can achieve site-selective sulfonation of enamide to construct alpha-amidosulfones and beta-propionamidosulfones under visible light. Importantly, such a single-atom photocatalysis-based synthesis system exhibits favorable recyclability, high turnover number (up to 18 963), excellent tolerance of functional groups, and can be easily scaled up with good efficiency.

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