4.8 Article

Visible-light-driven multicomponent reactions to access S-alkyl phosphorothioates using elemental sulfur as the sulfur source

Journal

GREEN CHEMISTRY
Volume 24, Issue 12, Pages 4915-4920

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2gc00903j

Keywords

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Funding

  1. Program of Science and Technology International Cooperation Project of Qinghai Province [2022-HZ-813]
  2. Youth Innovation and Technology Project of High School in Shandong Province [2019KJC021]
  3. Natural Science Foundation of Shandong Province [ZR2021MB065]
  4. National Natural Science Foundation of China [31900298]

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A metal-free strategy using visible-light-driven four-component reactions has been developed to construct S-alkyl phosphorothioates. This method utilizes DBU as an additive and elemental sulfur as a cheap and odorless sulfur source, providing an efficient approach to access various S-alkyl phosphorothioates under mild conditions. Additionally, three-component coupling products can be obtained conveniently by changing the reaction solvent.
A metal-free and unprecedented strategy has been established for the construction of S-alkyl phosphorothioates through visible-light-driven four-component reactions of alpha-diazoesters, cyclic ethers, elemental sulfur and H-phosphonates. This strategy simply utilizes DBU as additive and elemental sulfur as the cheap and odorless sulfur source, providing an efficient and attractive approach to access various S-alkyl phosphorothioates under mild conditions. Notably, three-component coupling products of alpha-diazoesters, elemental sulfur, and H-phosphonates could also be conveniently obtained in moderate to good yields by simply changing the reaction solvent.

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