4.7 Article

Visible-light mediated allylation of thiols with allylic alcohols

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 1, Pages 157-162

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo01591a

Keywords

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Funding

  1. Science and Engineering Research Board (SERB), India [CRG/2019/005059]
  2. UGC
  3. DST-FIST [SR/FST/CS-II/2017/37]

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Herein, we report a mild metal-free visible-light-mediated allylation of thiols using an inexpensive photocatalyst (eosin Y). Photocatalytically generated sulfenyl radicals were coupled with allylic alcohols to obtain allylic sulfides in good to excellent yields. The reaction was found to be scalable and the products could be further functionalized. Furthermore, preliminary studies were carried out to gain insights into the reaction mechanism.
Herein, we report a mild metal-free visible-light-mediated allylation of thiols using an inexpensive photocatalyst (eosin Y). Photocatalytically generated sulfenyl radicals were coupled with allylic alcohols to obtain allylic sulfides in good to excellent yields. The reaction was found to be scalable and the products could be further functionalized. Furthermore, preliminary studies were carried out to gain insights into the reaction mechanism.

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