High throughput photo-oxidations in a packed bed reactor system

被引:27
作者
Kong, Caleb J.
Fisher, Daniel
Desai, Bimbisar K.
Yang, Yuan
Ahmad, Saeed
Belecki, Katherine
Gupton, B. Frank [1 ]
机构
[1] Virginia Commonwealth Univ, Dept Chem, 601W Main St, Richmond, VA 23220 USA
关键词
Flow chemistry; Singlet oxygen; Artemisinin; Photochemistry; Rose bengal; SUPERCRITICAL CARBON-DIOXIDE; CONTINUOUS-FLOW SYNTHESIS; SINGLET OXYGEN; ROSE-BENGAL; ALLYLIC HYDROPEROXIDES; ARTEMISININ; CHEMISTRY; GENERATION; SAFE; PHOTOCHEMISTRY;
D O I
10.1016/j.bmc.2017.07.004
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The efficiency gains produced by continuous-flow systems in conducting photochemical transformations have been extensively demonstrated. Recently, these systems have been used in developing safe and efficient methods for photo-oxidations using singlet oxygen generated by photosensitizers. Much of the previous work has focused on the use of homogeneous photocatalysts. The development of a unique, packed-bed photoreactor system using immobilized rose bengal expands these capabilities as this robust photocatalyst allows access to and elaboration from these highly useful building blocks without the need for further purification. With this platform we were able to demonstrate a wide scope of singlet oxygen ene, [4+2] cycloadditions and heteroatom oxidations. Furthermore, we applied this method as a strategic element in the synthesis of the high-volume antimalarial artemisinin. (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码:6203 / 6208
页数:6
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