N‐Alkylation During the Removal of a Carbamate‐Type Protecting Group

Acidolysis of 2-(p-biphenylyl)isopropyl N-(5-nitro-2-pyridyloxy)carbamate (IV) resulted in loss of carbon dioxide and formation of N-2-(p-biphenylyl)isopropyl-O-(5-nitro-2-pyridyl) hydroxylamine (V). The mechanism of this unusual reaction is discussed.