Ultrasonically Assisted Decarboxylative Bromination of α, β-Unsaturated Carboxylic Acids Under Vilsmeier-Haack Conditions. Issue 5 (3rd May 2016)

• Record Type: Journal Article
• Authors: Kumar, M. Satish; Rajanna, K. C.; Venkanna, P.; Venkateswarlu, M.; Sudhakar Chary, V.
• Is Part Of: Synthesis and reactivity in inorganic, metal-organic, and nano-metal chemistry. Volume 46:Issue 5(2016)
• Page Start: 642
• Page End: 646
• Publication Date: 2016-05-03
• Subjects: sonication -- rate enhancements -- decarboxylative bromination -- α, β-unsaturated acids -- Vilsmeier-Haack reagent -- bromostyrenes; Inorganic compounds -- Synthesis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Organometallic compounds -- Synthesis -- Periodicals; Reactivity (Chemistry) -- Periodicals; Nanostructured materials -- Periodicals; 541.39
• DOI: 10.1080/15533174.2014.989573
• Languages: English
• ISSNs: 1553-3174

Abstract

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.