Synlett

Facile procedure for the synthesis of N-aryl-N-hydroxy carbamates

A Porzelle, MD Woodrow, NCO Tomkinson

Index: Porzelle, Achim; Woodrow, Michael D.; Tomkinson, Nicholas C. O. Synlett, 2009 , # 5 p. 798 - 802

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Citation Number: 15

Abstract

Abstract An efficient one-pot procedure for the zinc-mediated reduction of nitroarenes in the presence of chloroformates leading to the corresponding N, O-bisprotected hydroxylamine is described. Reactions proceed smoothly under ambient conditions in THF-water mixtures in good to excellent yield (34-81%). Solvolysis of the bisprotected hydroxylamines with sodium methoxide at room temperature provides access to synthetically versatile N-aryl-N- ...