4.8 Article

Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N-S bond formation from iminyl radicals under batch and flow conditions

Journal

GREEN CHEMISTRY
Volume 22, Issue 20, Pages 6792-6797

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0gc02618b

Keywords

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Funding

  1. Spanish Government [RTI2018-095038-B-I00]
  2. ERC (ERC-CG) [647550]
  3. Comunidad Autonoma de Madrid [PEJD-2018POST/AMB-8938, PEJD-2018-POST/AMB-8938, 2017-T2/AMB-5037]
  4. Comunidad de Madrid [S2018/NMT-4367]
  5. European Structural Funds [S2018/NMT-4367]

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A sustainable synthesis of isothiazoles has been developed using an alpha-amino-oxy acid auxiliary and applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance representing a new enviromentally friendly option to prepare these highly valuable heterocycles. Furthermore, the synthetic value of the method is highlighted by the preparation of a natural product derivative and the implementation of the reaction in a continuous flow setup.

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