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  • Synthesis of N-Substituted Sulfamate Esters from Sulfamic Acid Salts by Activation with Triphenylphosphine Ditriflate.

Synthesis of N-Substituted Sulfamate Esters from Sulfamic Acid Salts by Activation with Triphenylphosphine Ditriflate.

Organic letters (2017-10-20)
J Miles Blackburn, Melanie A Short, Thomas Castanheiro, Suraj K Ayer, Tobias D Muellers, Jennifer L Roizen
ABSTRACT

A general approach to access sulfamate esters through preparation of sulfamic acid salts, subsequent activation with triphenylphosphine ditriflate, and nucleophilic trapping is disclosed. The method proceeds in modest to excellent yields to incorporate nucleophiles derived from aliphatic alcohols and phenols. This approach can be employed to furnish differentially substituted sulfamides.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Diisopropyl azodicarboxylate, 98%