A deoxyfluoroalkylation-aromatization strategy to access fluoroalkyl arenes

Area of Science:

• Organic Chemistry
• Fluorine Chemistry

Background:

• Fluoroalkyl arenes (Ar-R_F) are crucial structural motifs in pharmaceuticals, agrochemicals, and materials.
• Existing synthetic methods for Ar-R_F compounds include cross-coupling and radical fluoroalkylation reactions.

Purpose of the Study:

• To develop a new deoxyfluoroalkylation-aromatization strategy for synthesizing a broad spectrum of fluoroalkyl arenes.
• To provide an alternative and complementary approach to existing Ar-R_F synthesis methods.

Main Methods:

• Activation of fluoroalkyl sources for 1,2-addition reactions.
• Aromatization of cyclohexanone derivatives.
• A sequential deoxyfluoroalkylation-aromatization process.

Main Results:

• Successful conversion of cyclohexanones into a wide range of fluoroalkyl arene compounds.
• Demonstration of a strategy distinct from traditional cross-coupling and radical fluoroalkylation methods.
• Potential for creating highly substituted Ar-R_F structures.

Conclusions:

• The developed deoxyfluoroalkylation-aromatization strategy offers a versatile route to diverse fluoroalkyl arenes.
• This method expands the synthetic toolkit for accessing valuable Ar-R_F containing molecules.
• The approach is adaptable for creating highly substituted and complex fluoroalkyl arene derivatives.