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![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Alkenyl Fluorosulfates-Expedient Partners for Palladium-Catalyzed Cross-Coupling Reactions
Vladyslav Hnativ1,2, Serhii Aleksandrenko1,2, Serhii Zhersh1,2
1Enamine Ltd., Kyїv, Ukraine.
Abstract:
Alkenyl fluorosulfates are evaluated as the partners of palladium-catalyzed cross-coupling reactions and an alternative to more common triflates and halides. Efficient protocols for the multigram synthesis of title reactants using the reaction of carbonyl compounds with SO2F2 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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