Rate Enhancements in the Acetylation and Benzoylation of Certain Aromatic Compounds with Vilsmeier-Haack Reagents Using Acetamide, Benzamide and Oxychlorides under Non-Conventional Conditions

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DOI: 10.4236/ijoc.2011.14034    7,069 Downloads   13,697 Views  Citations

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ABSTRACT

Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [microwave irradiated (MIR), ultrasonic assisted and solvent free mortar pestle (grinding)] conditions. Reactions afforded good to excellent yields of products with both the VH reagents, reaction times were fairly less in the case of [amide/POCl3] than those of [amide/SOCl2] reagent. Reactions are dramatically acceler- ated in under sonicated and microwave irradiations with a trend: MIR (few seconds) >> Sonication (minutes) > Grinding (min) >> thermal (several hrs).

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M. Venkateswarlu, K. Rajanna, M. Kumar, U. Kumar, S. Ramgopal and P. Saiprakash, "Rate Enhancements in the Acetylation and Benzoylation of Certain Aromatic Compounds with Vilsmeier-Haack Reagents Using Acetamide, Benzamide and Oxychlorides under Non-Conventional Conditions," International Journal of Organic Chemistry, Vol. 1 No. 4, 2011, pp. 233-241. doi: 10.4236/ijoc.2011.14034.

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