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

MPS-Authors
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Talavera,  Garazi
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Peña,  Javier
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Alcarazo,  Manuel
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Supplementary Material (public)

ja5b05287_si_006.pdf
(Supplementary material), 5MB

ja5b05287_si_001.cif
(Supplementary material), 12KB

ja5b05287_si_002.cif
(Supplementary material), 7KB

ja5b05287_si_003.cif
(Supplementary material), 9KB

ja5b05287_si_004.cif
(Supplementary material), 11KB

ja5b05287_si_005.cif
(Supplementary material), 10KB

Citation

Talavera, G., Peña, J., & Alcarazo, M. (2015). Dihalo(imidazolium)sulfuranes: A Versatile Platform for the Synthesis of New Electrophilic Group-Transfer Reagents. Journal of the American Chemical Society, 137(27), 8704-8707. doi:10.1021/jacs.5b05287.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0028-184E-1
Abstract
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.