有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
キノン類の直接アミノ化反応とその色素合成への応用
松岡 賢
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1982 年 40 巻 2 号 p. 114-122

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The direct amination of some quinones promoted by metal salts was developed as a substitute for the Ullmann amination to prepare aminoquinone dyes. α-Aminoanthraquinones reacted readily with alkylamines to give 4- (or 2, 4-bis) aminated products. 2-Alkylamination of quinizarin proceeded quantitatively in the presence of copper chlorides. Possible mechanism, which involves the formation of the metal complexes followed by a nucleophilic attack of amines, was studied in details. The direct photo-aminations of some quinones were also studied. A number of new aminoanthraquinones and aminonaphthoquinones as dye were synthesized by both the metal-promoted direct amination and the direct photo-amination.

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