4.8 Article

Dihalo(imidazolium)sulfuranes: A Versatile Platform for the Synthesis of New Electrophilic Group-Transfer Reagents

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 27, 页码 8704-8707

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b05287

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  1. Fonds der Chemischen Industrie (Dozentenstipendium)
  2. Deutsche Forschungsgemeinschaft [AL 1348/4-1]
  3. regional government of the Basque Country (Spain)

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The syntheses of imidazolium thiocyanates and imidazolium thioalkynes from dihalo(imidazolium) sulfuranes are reported and their reactivities as CN+ and R-CC+ synthons evaluated, respectively. The easy and scalable preparation of these electrophilic reagents, their operationally simple handling, broad substrate scope, and functional group tolerance clearly illustrate the potential of these species to become a reference for the direct electrophilic cyanation and alkynylation of organic substrates.

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