Reactions of Lead Tetraacetate. II. Formation of Carbamic Acid Esters from Primary Carboxamides
Beckwith, A. L. J.
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Treatment of primary carboxamides with lead tetraacetate in benzene-alcohol mixtures or neat alcohol affords a convenient, flexible, and efficient method for the preparation of N-substituted carbamic acid esters. The reaction is applicable to amides and alcohols of a wide range of structural types including compounds containing oleflnic, ester, aromatic, and other reactive functions. The reaction mechanism appears to involve intermediate formation of isocyanates.