Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides

Gilles, Philippe;Vangrunderbeeck, Sarah;et.al.
(2018) The Journal of Organic Chemistry — Vol. 84, n° 2, p. 8 (2018)

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Authors
  • Gilles, PhilippeKU Leuven
    Author
  • Vangrunderbeeck, SarahUCLouvain
    Author
  • et. al.
Abstract
A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and diverse set of N-acyl sulfamates was synthesized, including functionalized bioactive compounds. Furthermore, initial results showed that this method is also amenable to access N-thioacyl sulfamates.
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  • KU LeuvenDepartment of Chemistry

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Gilles, P., Vangrunderbeeck, S., & et al. (2018). Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides. The Journal of Organic Chemistry, 84(2), 8. https://doi.org/10.1021/acs.joc.8b02785 (Original work published 2018)