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March 21, 2026Advanced Synthesis & Catalysis3 citations

Palladium‐Catalyzed Defluorinative Chalcogenation of gem ‐Difluorocyclopropanes

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YTYu TengYXYu‐Tao XueMCMeng‐Qiang Cai

Key Points

  • This research aims to develop a novel palladium-catalyzed method for defluorinative chalcogenation.
  • Utilized palladium(II) as a catalyst for the reaction.
  • Coupled selenols or their surrogates and thiols with gem-difluorocyclopropanes.
  • Examined regio- and stereoselectivity of the products.
  • Successfully formed 2-fluoroallylic chalcogenides.
  • Demonstrated good regio- and stereoselectivity.
  • Achieved excellent atom economy and broad substrate scope.

Abstract

An unprecedented Pd(II)‐catalyzed defluorinative chalcogenation of gem ‐difluorocyclopropanes has been developed. The coupling reactions of selenols (or their surrogates) and thiols with the strained fluorinated three‐membered ring lead to the formation of 2‐fluoroallylic chalcogenides with good regio‐ and stereoselectivity, which cannot be accessed through conventional approaches. This ring‐opening transformation exhibits remarkable atom economy and a broad substrate scope, offers suitability for scale‐up synthesis, and thereby provides a straightforward and promising avenue for the construction of chalcogen‐ and fluorine‐containing privileged scaffolds.

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Cite This Study

Teng et al. (2026) studied this question.

synapsesocial.com/papers/69be369a6e48c4981c675a3ehttps://doi.org/10.1002/adsc.70360
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