Pd/C催化3,4-二氢吡喃酮脱氢制备α-吡喃酮  

Pd/C-catalyzed dehydrogenation of 3,4-dihydropyrones to α-pyrones

作　　者：刘春晖[1] 余非非 刘仁华[1] LIU Chun-hui;YU Fei-fei;LIU Ren-hua(School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China)

机构地区：[1]华东理工大学药学院,上海200237

出　　处：《化学研究与应用》2021年第12期2358-2366,共9页Chemical Research and Application

摘　　要：α-吡喃酮是许多药物和天然产物中存在的重要结构单元,具有广泛的生物活性。本文开发了一种Pd/C催化3,4-二氢吡喃酮类化合物无氧化剂脱氢制备α-吡喃酮类化合物的绿色合成方法,氢气是其唯一副产物。研究表明,在氮气保护下,5 mol%Pd/C作为催化剂,50 mol%Na_(2)CO_(3)作为碱添加剂,130℃反应时,可达到60-88%的收率。该方法无需氧化剂和氢接受体的加入,符合绿色化学的理念。并且,该反应对含有卤素、芳杂环、稠环的底物均有兼容性,催化剂便于回收利用,具有良好的工业化应用潜力。α-Pyrones are the main structural unit found in numerous drugs and natural products, which show a wide range of biological activities.Herein, a green synthesis method for preparing α-pyrone compounds from dehydrogenation of 3,4-dihydropyrone compounds catalyzed by Pd/C with hydrogen as the only by-product was proposed.The result demonstrated that the yield could reach 60~88%under the optimized reaction conditions of 5 mol%Pd/C,50 mol%Na_(2)CO_(3),130 ℃,1 atm of N;.This method conformed to the concept of green chemistry without the addition of oxidants and hydrogen acceptors.Furthermore, this reaction was compatible with substrates containing halogens, aromatic heterocycles, and fused rings with recycled catalyst, which manifested excellent industrial application prospects.

关 键 词：PD/C α-吡喃酮 脱氢 无氧化剂 

分 类 号：O626.3[理学—有机化学]