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Published on: June 12, 2019
A microfluidic photoreactor enables 2-methylbenzophenone light-driven reactions with superior performance.
Javier Mateos1, Alessio Cherubini-Celli, Tommaso Carofiglio
1Dipartimento di Scienze Chimiche and ITM-CNR UoS of Padova, Università di Padova, Via Marzolo 1, 35131 Padova, Italy. luca.dellamico@unipd.it xavier.companyo@unipd.it.
Tailored microfluidic photoreactors enhance light-driven reactions for 2-methylbenzophenones, achieving high yields. This method also enables the novel conversion of coumarins into 4-benzylated chromanones, bypassing typical side reactions.
Area of Science:
- Organic Chemistry
- Photochemistry
- Chemical Engineering
Background:
- 2-methylbenzophenones (2-MBPs) are key intermediates in organic synthesis.
- Photochemical reactions often suffer from low yields and slow rates.
- Coumarin photo-dimerization is a common limitation in related syntheses.
Purpose of the Study:
- To improve the efficiency of light-driven reactions for 2-MBPs.
- To develop a novel method for converting coumarins into valuable chromanone derivatives.
- To overcome limitations associated with traditional photochemical methods.
Main Methods:
- Utilized a specifically designed microfluidic photoreactor (MFP).
- Investigated light-driven reactions of 2-methylbenzophenones.
- Explored the conversion of coumarins to 4-benzylated chromanones.
Main Results:
- Achieved significantly improved yields (up to >98%) and reaction rates (up to 0.240 mmol h-1) for 2-MBP reactions.
- Successfully converted coumarins into 4-benzylated chromanones with high yields (50-93%) and diastereoselectivity (>20:1 dr).
- Demonstrated the ability to bypass coumarin photo-dimerization.
Conclusions:
- Microfluidic photoreactors offer a superior platform for photochemical transformations.
- A novel synthetic route to 4-benzylated chromanones from coumarins has been established.
- This work provides efficient and selective methods for key organic transformations.
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