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De novo Synthesis of Fluoroarenes and Fluoro(hetero)arenes

Project description

Advanced approach to fluoroarene synthesis

In synthetic organic chemistry, creating fluoroarenes and fluoroheteroarenes – compounds where one or more hydrogen atoms in an aromatic ring are replaced by fluorine – has been challenging. Traditionally, this process has faced difficulties owing to unsafe reagents, low selectivity, and poor reactivity. These compounds are vital in pharmaceuticals. The EU-funded FARAON project is introducing a groundbreaking approach to their synthesis; it involves using monofluorinated orthoformates as a new way to introduce fluorine atoms, potentially acting as a synthetic equivalent to C1F1 synthons. This strategy promises to simplify and enhance the synthesis of fluorinated compounds, offering significant benefits for drug development.

Objective

Historically, one of the biggest challenges in synthetic organic chemistry has always been to synthesize fluoroarenes (Ar-F) and fluoroheteroarenes (Het-F) from cheap, readily available starting materials, as fluorination has always concerned synthetic chemists due to either undesirable safety of reagents, low selectivities or poor reactivities. Since fluoroaryl- (Ar-F) and fluoroheteroaryl- (Het-F) are the most common fluorinated motives among pharmaceuticals development of a completely novel synthetic strategy would be of great importance to the research community. De novo construction of fluorobenzene using C1F1 synthons is an unprecedented process. We foresee that little explored monofluorinated ortoformates (RO)3CF (FOFs) could be a synthetic equivalent to access C1F1 synthon for annulation reactions.

Fields of science (EuroSciVoc)

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Coordinator

LATVIJAS ORGANISKAS SINTEZES INSTITUTS
Net EU contribution
€ 162 499,20