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A Continuous Stirred-Tank Reactor (CSTR) Cascade for Handling Solid-Containing Photochemical Reactions
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2019-11-15 , DOI: 10.1021/acs.oprd.9b00378
Alexander Pomberger 1 , Yiming Mo 1 , Kakasaheb Y. Nandiwale 1 , Victor L. Schultz 1 , Rohit Duvadie 2 , Richard I. Robinson 2 , Erhan I. Altinoglu 3 , Klavs F. Jensen 1
Affiliation  

Visible-light photoredox reactions have been demonstrated to be powerful synthetic tools to access pharmaceutically relevant compounds. However, many photoredox reactions involve insoluble starting materials or products that complicate the use of continuous flow methods. By integrating a new solid-feeding strategy and a continuous stirred-tank reactor (CSTR) cascade, we realize a new solid-handling platform for conducting heterogeneous photoredox reactions in flow. Residence time distributions for single phase and solid particles characterize the hydrodynamics of the heterogeneous flow in the CSTR cascade. Silyl radical-mediated metallaphotoredox cross-electrophile coupling reactions with an inorganic base as the insoluble starting material demonstrate the use of the platform. Gram-scale synthesis is achieved in 13 h of stable operation.

中文翻译:

连续搅拌釜反应器(CSTR)级联反应,用于处理含固体的光化学反应

可见光的光氧化还原反应是访问药物相关化合物的强大合成工具。但是,许多光氧化还原反应涉及不溶的原料或产物,这些物质或产物使连续流方法的使用复杂化。通过集成新的固体进料策略和连续搅拌釜反应器(CSTR)级联,我们实现了用于在流动中进行异质光氧化还原反应的新的固体处理平台。单相和固体颗粒的停留时间分布表征了CSTR级联中非均质流的流体动力学。甲硅烷基自由基介导的金属光氧化还原交叉亲电子偶联反应与无机碱作为不溶性起始原料,证明了该平台的使用。稳定运行13小时即可实现克级合成。
更新日期:2019-11-15
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