Ketone Skeletal Modification via a Metallaphotoredox-Catalyzed Deacylation and Acylation Strategy

Area of Science:

• Organic Chemistry
• Synthetic Chemistry

Background:

• Ketone synthesis is crucial in organic chemistry.
• Existing methods for ketone synthesis often have limitations in scope or functional group tolerance.

Purpose of the Study:

• To develop a novel and efficient dual catalytic strategy for ketone synthesis.
• To utilize dihydroquinazolinones as versatile intermediates for acylation reactions.

Main Methods:

• Employed a dual catalytic system involving dihydroquinazolinones derived from ketone analogs.
• Utilized 2-pyridyl esters for acylation via alpha C-C cleavage.
• Investigated the reaction scope with various ketones and carboxylic acids.

Main Results:

• Successfully synthesized a variety of ketones with high efficiency.
• Demonstrated broad substrate scope and excellent functional group tolerance.
• Applied the method to the late-stage modification of pharmaceuticals and natural products.

Conclusions:

• The described dual catalytic strategy offers a versatile and efficient route to diverse ketones.
• This method provides a valuable tool for synthetic chemists, particularly in late-stage functionalization.