Hallena Rogers, G. Humphrey, A. Chiu
Jul 1, 2008
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0
Influential Citations
3
Citations
Journal
Synthesis
Abstract
A one-pot approach to the formation of N-substituted sulfamates from carboxylic acids using di-tert-butyl dicarbonate, tetrabutylammonium sulfamate, and pyridine under mild conditions is described. A reaction mechanism with two competing pathways is proposed; in reactions with aliphatic and electron-deficient aromatic acid substrates, the desired sulfamate products are formed, in contrast, symmetrical anhydride intermediates are observed with electron-neutral or electron-rich aromatic substrates.