摘要
目的本文研究以TBHP(70%水溶液)氧化烯丙位sp^(3) C-H键,过渡金属催化实现其C-C官能团化,并成功合成一系列衍生物。方法以0.25倍当量的CuCl、0.1倍当量的CoCl2为催化剂,乙腈为溶剂,2倍当量TBHP为氧化剂,1.5倍当量分子筛为添加剂,在80℃反应条件下,可以有效地促进环己烯烯丙位C—H键的活化进而完成与乙酰丙酮的交叉脱氢偶联(CDC)反应。结果该体系也适用于其他与环己烯结构相似的环状烯烃烯丙位C-H键的官能团化反应,产率在60%~88%。结论该反应具有经济、条件温和等优点。
Objective In this paper,catalytic allylic C-C alkylation was developed via the oxidizing reaction of allylic sp^(3) C-H catalyzed by transition metals in the presence of an oxidizing reagent,TBHP in water(70%).Methods The cross-dehydrogenative-coupling(CDC)reaction of cyclohexene and acetylacetone worked well in acetonitrile at 80℃in presence of 0.25 equiv CuCl,0.1 equiv CoCl2 as catalysts,2.0 equiv THBP in water as oxidant,1.5 equiv molecular sieve as additive.Results The practical method was applicable to a range of cyclic olefins and gave a series of allylic C-H alkylation derivatives from 60%to 88%yields.Conclusion The reaction has the advantages of inexpensive and mild reaction conditions.
作者
潘馨慧
戴鹏宇
孙兰兰
宋佳星
彭雅
张舒婷
王航宇
赵文彬
王金辉
PAN Xinhui;DAI Pengyu;SUN Lanlan;SONG Jiaxing;PENG Ya;ZHANG Shuting;WANG Hangyu;ZHAO Wenbin;WANG Jinhui(School of Pharmaceutical/Key Laboratory of Xinjiang Phytomedicine Resource and Utilization,Ministry of Education,Shihezi,Shihezi University,Xinjiang 832002,China;State Key Laboratory of Natural and Biomimetic Drugs,Peking University,Beijing 100191,China)
出处
《石河子大学学报（自然科学版）》
CAS
北大核心
2021年第3期372-376,共5页
Journal of Shihezi University(Natural Science)
基金
重大新药创制项目(2018ZX09735005)
新疆植物药资源利用重点实验室开放基金项目(XPRU202004)
石河子大学创新创业训练项目(SRP2019122)。
