Alkenyl Fluorosulfates – Expedient Partners for Palladium-Catalyzed Cross-Coupling Reactions

  1. Vladyslav Hnativ
  2. Serhii Aleksandrenko
  3. Serhii Zhersh
  4. Oleksandr Grygorenko
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Abstract

Alkenyl fluorosulfates are evaluated as the partners of palladium-catalyzed cross-coupling reactions and alternative to more common triflates and halides. Efficient protocols for the multigram synthesis of title reactants using reaction of carbonyl compounds with SO 2 F 2 were documented. Reactivity of alkenyl fluorosulfates in Suzuki, Sonogashira, Heck, Stille, and Buchwald-Hartwig reactions, as well as Miyaura borylation under typical conditions was studied, and limitations of the methods were established. It was found that alkenyl flurosulfates have similar or even higher reactivity in the cross-coupling reactions as compared to alkenyl triflates.

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  1. Version published to 10.21203/rs.3.rs-8601840/v1 on Research Square