A Catalyst Free Synthesis Method for Introducing a Trifluoromethoxy Moiety into at Least One Organic Compound

Simple SummaryContent extracted from patent full text and abstract with AI.

This patent discloses a catalyst-free chemical method to introduce a trifluoromethoxy (–OCF3) group into organic compounds, especially those containing silyl groups. The process uses bis(trifluoromethyl) peroxide (BTMP) and works at room temperature in common organic solvents using a simple HF scavenger. The method is notable for avoiding the need for photocatalysts or expensive reagents, enabling the direct and efficient synthesis of trifluoromethoxylated ketones, silyl enol ethers, and allyl silanes.

Use CasesContent extracted from patent full text and abstract with AI.

• Medicinal chemistry to synthesize trifluoromethoxylated building blocks for pharmaceutical compounds, which often have improved metabolic stability and biological activity.
• Agrochemical research for developing fluorinated agrochemical agents with enhanced properties.
• Late-stage functionalization of complex organic molecules in drug development pipelines.
• Preparation of advanced intermediates in organic synthesis where trifluoromethoxy groups improve molecular properties such as lipophilicity or electron distribution.
• Production of specialty chemicals and materials where fluorinated functional groups impart desired chemical or physical characteristics.

BenefitsContent extracted from patent full text and abstract with AI.

• Catalyst-free: Reduces costs, technical complexity, and environmental burden by avoiding metal or organometallic catalysts.
• Simple and mild conditions: The reaction proceeds at room temperature, making it more convenient and safer than methods requiring high temperatures or specialized equipment.
• Broad substrate scope: Compatible with a variety of silyl-containing organics (e.g., silyl enol ethers, allyl silanes) and tolerates diverse functional groups, facilitating flexible synthesis routes.
• Efficient trifluoromethoxylation: Provides a straightforward, direct way to incorporate the valuable OCF3 group into organic scaffolds, which can enhance pharmacological and physical properties.
• Utilizes cost-effective, bench-stable reagents: BTMP and carbonate salts are easier to handle and less expensive than many traditional fluorination reagents.
• Environmentally friendly: Reduced reliance on hazardous or precious catalysts, and can proceed in common organic solvents with minimal waste.

Technical Classifications (CPCs)

Inventors & Applicants

Patent Abstract

The present invention refers to a synthesis method, preferably a catalyst free synthesis method for introducing a trifluoromethoxy moiety into at least one organic compound.