Ultrasonically Assisted Decarboxylative Bromination of α,β-Unsaturated Carboxylic Acids Under Vilsmeier-Haack Conditions

M. Kumar, K. Rajanna, P. Venkanna, M. Venkateswarlu, V. Sudhakar Chary
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引用次数: 5

Abstract

An efficient method for decarboxylative bromination of cinnamic acids (α,β-unsaturated carboxylic acids or 3-arylpropenoic acids) was achieved under relatively mild conditions using Vilsmeier-Haack reagent and KBr in acetonitrile media. Vilsmeier-Haack reagent is prepared by using 1:1 ratio of oxychloride (SOCl2 or POCl3) and DMF under chilled condition. Ultrasonically assisted reactions underwent smoothly with highly significant rate enhancements and afforded bromostyrenes as products in very good yields even though the reactions were too sluggish.
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维斯迈耶-哈克条件下α,β-不饱和羧酸的超声辅助脱羧溴化
在相对温和的条件下,以KBr和Vilsmeier-Haack试剂在乙腈介质中实现了肉桂酸(α、β-不饱和羧酸和3-芳基丙烯酸)的脱羧溴化反应。用氯化氧(SOCl2或POCl3)与DMF以1:1的比例在冷冻条件下制备维斯迈耶-哈克试剂。超声辅助反应顺利进行,反应速率显著提高,即使反应太慢,也能以很好的收率生成溴苯乙烯。
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