Newman–Kwart rearrangement

The Newman–Kwart rearrangement is a type of rearrangement reaction in which the aryl group of an O-aryl thiocarbamate, ArOC(=S)NMe2, migrates from the oxygen atom to the sulfur atom, forming an S-aryl thiocarbamate, ArSC(=O)NMe2. The reaction is named after its discoverers, Melvin Spencer Newman and Harold Kwart. The reaction is a manifestation of the double bond rule. The Newman–Kwart reaction represents a useful synthetic tool for the preparation of thiophenol derivatives.