翻訳と辞書
Words near each other
・ "O" Is for Outlaw
・ "O"-Jung.Ban.Hap.
・ "Ode-to-Napoleon" hexachord
・ "Oh Yeah!" Live
・ "Our Contemporary" regional art exhibition (Leningrad, 1975)
・ "P" Is for Peril
・ "Pimpernel" Smith
・ "Polish death camp" controversy
・ "Pro knigi" ("About books")
・ "Prosopa" Greek Television Awards
・ "Pussy Cats" Starring the Walkmen
・ "Q" Is for Quarry
・ "R" Is for Ricochet
・ "R" The King (2016 film)
・ "Rags" Ragland
・ ! (album)
・ ! (disambiguation)
・ !!
・ !!!
・ !!! (album)
・ !!Destroy-Oh-Boy!!
・ !Action Pact!
・ !Arriba! La Pachanga
・ !Hero
・ !Hero (album)
・ !Kung language
・ !Oka Tokat
・ !PAUS3
・ !T.O.O.H.!
・ !Women Art Revolution


Dictionary Lists
翻訳と辞書 辞書検索 [ 開発暫定版 ]
スポンサード リンク

Goldberg reaction : ウィキペディア英語版
Ullmann condensation

The Ullmann condensation or Ullmann ether synthesis is a variation of the Ullmann reaction, in which a phenol is coupled to an aryl halide to create a diaryl ether in the presence of a copper compound, named after Fritz Ullmann. The corresponding aniline or aryl amide reaction is sometimes called Goldberg reaction, named after Irma Goldberg.
An example is the synthesis of ''p-nitrophenyl phenyl ether'' 〔Ray Q. Brewster and Theodore Groening, "Ether, p-nitrophenyl phenyl", ''Organic Syntheses'', Coll. Vol. 2, p.445 (Online article )〕
An active copper powder that is required for this reaction can be prepared by the reduction of copper sulfate by zinc metal in hot water causing the precipitation of elemental copper.
The reaction often requires high-boiling polar solvents such as N-methylpyrrolidone, nitrobenzene or dimethylformamide and high temperatures (often in excess of 210 °C) with stoichiometric amounts of copper. The aryl halide is activated by electron-withdrawing groups or carries a carboxylic acid group in the aromatic ortho position.〔''Minireview Catalytic CC, CN, and CO Ullmann-Type Coupling Reactions'' Florian Monnier, Marc Taillefer Angewandte Chemie International Edition Volume 48 Issue 38, pp. 6954–6971, 2009 〕 The research field was revitalized with the introduction of catalytic copper reactions〔Copper-Catalyzed Formation of Carbon–Heteroatom and Carbon–Carbon Bonds, Buchwals, Stephen, L. et al. 2003 WO02/085838 (Link )〕 in 2001–2003 using up to 0.1 equivalent copper iodide, base and a diamine ligand.
==Goldberg reaction==
An example of a Goldberg reaction is the synthesis of fenamic acid, an intermediate of acridone via the Goldberg reaction:
An Ullmann-type aromatic amination reaction between an aryl iodide and an aryl amine as coupling partners has been published. The catalyst used is formed from copper(I) iodide and phenanthroline. As this reaction proceeds well with an electron-rich aryl iodide it is a valuable alternative to the Buchwald–Hartwig amination reaction, which gives best yields with electron-poor aryl halides.
The scope is extended to amides for example in the synthesis of this Camps cyclization precursor:


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「Ullmann condensation」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.