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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Newman–Kwart rearrangement ： ウィキペディア英語版 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. 400px The Newman–Kwart rearrangement is one of the most important ways of synthesising thiophenols. A phenol (1) is deprotonated with a base such as DABCO or NaH and reacted with a thiocarbamoyl chloride (2) to form an ''O''-aryl thiocarbamate (3). Heating 3 to around 250 °C causes it undergo Newman–Kwart rearrangement to an ''S''-aryl thiocarbamate (4). Alkaline hydrolysis or similar cleavage yields a thiophenol (5). 900px ==Mechanism== The Newman–Kwart rearrangement is intramolecular; it proceeds ''via'' a four-membered cyclic transition state.〔〔 700px 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Newman–Kwart rearrangement」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.