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硅胶负载磷钼酸催化的Meyer-Schuster重排反应

Study on Meyer-Schuster rearrangement catalyzed by silicon gel supported phosphomolybdic acid
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摘要 为高效环保地制备重要化工中间体——α,β-不饱和羰基化合物,设计了由硅胶负载磷钼酸催化的Meyer-Schuster重排反应合成此类化合物的新方法。结果表明,以DCE为溶剂,在25或50℃的条件下,1mol%PMA/SiO2能够催化多种二级或三级丙炔醇以良好的产率和较高的立体选择性重排成相应的α,β-不饱和醛、酮或羧酸酯。此方法具有条件温和,操作简便,催化剂便宜易制、对环境友好且可循环使用等特点,可应用于此类化合物的合成中。 α,β-unsaturated compounds are crucial structural units for the synthesis of natural products,pharmaceuticals,and other useful materials.Herein,agreen approach to prepare this kind of compounds has been developed through Meyer-Schuster rearrangement using an inexpensive,easy-preparation,environmentally benign and readily recycled silicon gel(SiO2)supported phosphomolybdic acid(PMA)as the catalyst.Under the condition of 1 mol% PMA/SiO2,and solvent as a DCE 25 or 50 ℃,a variety of second and tertiary propargylic alcohols are efficiently transformed into the correspondingα,β-unsaturated aldehydes,ketones or carboxylic esters in a good yield and a high stereo selectivity.The notable features of the method are mild reaction conditions,simple operation,and suitable for large-scale preparations.
出处 《陕西师范大学学报(自然科学版)》 CAS CSCD 北大核心 2016年第2期54-59,共6页 Journal of Shaanxi Normal University:Natural Science Edition
基金 国家自然科学基金青年项目(21302119)
关键词 合成方法 磷钼酸 负载 Meyer-Schuster重排 synthetic method phosphomolybdic acid load Meyer-Schuster rearrangement
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