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温和硝化试剂2,3,5,6-四溴-4-甲基-硝基环己-2,5-二烯-1-酮的简便合成

Facile synthesis of 2,3,5,6-tetrabromo-4-methyl-nitrocyclohexa-2,5-dien-1-one, a mild nitration reagent.

作者信息

Arnatt Christopher K, Zhang Yan

机构信息

Department of Medicinal Chemistry, Virginia Commonwealth University, Richmond, VA 2329, USA, ; Tel: 804-828-7625.

出版信息

Tetrahedron Lett. 2012 Mar 1;53(13):1592-1594. doi: 10.1016/j.tetlet.2012.01.066.

Abstract

Nitrocylcohexadienones have been applied as nitration reagents for mild, mono-nitrating reactions. The original synthesis of 2,3,5,6-tetrabromo-4-methyl-4-nitrocylcohexa-2,5-dien-1-one appeared to be difficult to pursue due to both the solvent system and reaction conditions. Therefore, we applied a modified solvent system and optimized the reaction conditions to prepare the dienone at 0°C, eventually overcome the difficulties.

摘要

硝代环己二烯酮已被用作温和的单硝化反应的硝化试剂。由于溶剂体系和反应条件的原因,最初合成2,3,5,6-四溴-4-甲基-4-硝代环己-2,5-二烯-1-酮的方法似乎难以实现。因此,我们采用了改良的溶剂体系并优化了反应条件,在0°C下制备该二烯酮,最终克服了这些困难。

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