Development and Kilogram-Scale Implementation of a Flavin-Catalyzed Photoredox Fluorodecarboxylation

Tatjana Jerkovic, Harriet Cruickshank,Yiding Chen,Alexandre F. Trindade,Aaron M. Dumas,John Edwards, Anthony Alorati, Hon Eong Ho

ORGANIC PROCESS RESEARCH & DEVELOPMENT(2023)

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摘要
Photo high-throughput experimentation (photo-HTE) and design of experiment (DoE)-guided optimization have enabled the discovery of efficient, homogeneous, and cost-effective conditions for fluorodecarboxylation of carboxylic acids. Our flavin-catalyzed fluorodecarboxylation process has been demonstrated on 1.5 kg scale under continuous flow for 4.5 h at 100 mL/ min (similar to 5 min residence time), achieving an overall yield of 92% (1.23 kg), equating to 6.56 kg/day throughput.
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关键词
photoredox,fluorination,high-throughput experimentation,design of experiments,flow chemistry,scale-upphotochemistry
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