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

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.

SUBMITTER: Blackburn JM

PROVIDER: S-EPMC5716482 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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

Blackburn J Miles JM Short Melanie A MA Castanheiro Thomas T Ayer Suraj K SK Muellers Tobias D TD Roizen Jennifer L JL

Organic letters 20171101 21

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. ...[more]

PMID: 29048913

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