磺化笼型介孔碳催化的1,1-二乙酸酯的选择性合成  

Chemoselective Synthesis of 1,1-Diacetate from Aldehydes Catalyzed by Sulfonated Carbon Nanocage

作　　者：郑彦军 李江 卢俊金 贾玉才 李宝林[1] 

机构地区：[1]教育部药用资源与天然药物化学重点实验室,陕西师范大学化学化工学院,西安710062

出　　处：《高等学校化学学报》2013年第12期2738-2744,共7页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:21272144)资助

摘　　要：以磺化的笼型介孔碳为催化剂温和、高效、高选择性地合成了缩羰基二乙酸酯．在室温和无溶剂条件下，用磺化的笼型介孔碳作催化剂使醛类化合物与乙酸酐之间在5—12min内反应生成1，1-二乙酸酯，产率高达89％-98％．在相同条件下酮类化合物不会发生此反应．反应后催化剂经过简单的处理即可回收利用，回收利用7次活性无明显降低．Acetals are one of the most useful carbonyl protecting groups because of their stability under both neutral and basic media. In addition, acetals can be converted to a variety of other functional groups. Thus, to find a green synthesis method of acetals, the sulfonated carbon nanocage（S-CKT） as a reusable solid acid catalyst was applied to the reaction of aldehydes with acetic anhydride. As a result, a mild and efficient method was developed for the chemoselective preparation of 1,1-diacetates（acylals） from the mixture of alde- hydes （2 mmol） and acetic anhydride （5 mmol） catalyzed by S-CKT（30 rag） under room temperature and sol- vent-free conditions. The reaction takes a shorter time （5--12 rain） and gives good to excellent yield （89%- 98% ）. While it is found that ketone doesn＇t react with acetic anhydride to yield corresponding product under the same conditions. The catalyst was recycled seven times without a distinct loss of activity by simple filtration and washing

关 键 词：1 1-二乙酸酯 醛基保护 非均相催化剂 磺化笼型介孔碳 

分 类 号：O623[理学—有机化学] O643.32[理学—化学]