Copper-Catalyzed Difluoromethylation of Alkenyl Thianthrenium Salts.

Org Lett

School of Chemistry and Chemical Engineering, Nanchang University, Nanchang, Jiangxi 330031, China.

Published: December 2024

AI Article Synopsis

  • A new protocol has been developed for transforming alkenylsulfonium salts into difluoromethylated alkenes using copper catalysis and a specific reagent called the Vicic-Mikami reagent.
  • This method allows for the selective synthesis of either aromatic or aliphatic difluoromethylated alkenes and can also be applied to perfluoroalkylation processes.
  • The protocol is designed for large-scale synthesis, making it suitable for various applications in chemical production.

Article Abstract

We have developed a novel and straightforward protocol that facilitates the transformation of alkenylsulfonium salts leading to the direct synthesis of -difluoromethylated alkenes. The success of this method relies on the use of copper catalysis and Vicic-Mikami reagent (DMPU)Zn(CFH). These mild protocols offer the advantage of selectively synthesizing either aromatic or aliphatic difluoromethylated alkenes. Furthermore, our methodology extends to the perfluoroalkylation of alkenylsulfonium salts. Notably, this approach is conducive to large-scale synthesis and holds promise for diverse applications.

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http://dx.doi.org/10.1021/acs.orglett.4c04250DOI Listing

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Copper-Catalyzed Difluoromethylation of Alkenyl Thianthrenium Salts.

Org Lett

December 2024

School of Chemistry and Chemical Engineering, Nanchang University, Nanchang, Jiangxi 330031, China.

Article Synopsis
  • A new protocol has been developed for transforming alkenylsulfonium salts into difluoromethylated alkenes using copper catalysis and a specific reagent called the Vicic-Mikami reagent.
  • This method allows for the selective synthesis of either aromatic or aliphatic difluoromethylated alkenes and can also be applied to perfluoroalkylation processes.
  • The protocol is designed for large-scale synthesis, making it suitable for various applications in chemical production.
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