This invention presents a method for synthesizing bicyclic ketals efficiently, addressing the need for diverse flavanoid frameworks. The process involves reacting salicylaldehyde with ketones and trimethyl orthoformate in the presence of acid and solvent, yielding desired products. It offers a simple, scalable solution for producing flavan derivatives with structural precision, catering to pharmaceutical and industrial demands.
Figure (1) formula (I) comprising reacting salicylaldehyde of formula (II) with ketones of formula (III) and trimethyl orthoformate in presence of Lewis/Bronsted acid and organic solvent to form an in-situ intermediate of formula (IV) followed by reaction of (IV) with substituted phenols of formula (V)
The current methods for synthesizing flavanoid frameworks lack efficiency, speed, and scalability. There is a need for a straightforward process to rapidly produce bicyclic ketals, crucial compounds with diverse applications in pharmaceuticals and industries.
- One-Pot Synthesis: Unique process synthesizing bicyclic ketals from salicylaldehyde, ketones, and trimethyl orthoformate. Simplifying synthesis, reducing steps and time, crucial for efficient production of flavan derivatives.
- Fine-Tuning Cycloaddition: Precise control of dienophile in [4+2] Cycloaddition with o-quinone methides (o-QMs). Enabling selective formation of flavan frameworks with diverse substituents, vital for tailored applications.
- Iterative Reaction Cascades: Formation of Diels–Alder adducts generating o-QMs-II, allowing Michael addition reactions. Offers a versatile approach to create diverse singly and doubly linked flavan derivatives, crucial for pharmaceutical and industrial uses.
The invention currently exists as a scalable chemical synthesis protocol that has been experimentally validated in a laboratory setting.
It is in the basic research or conceptual development stage. While the process has been granted.
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- Advances in healthcare through the synthesis of compounds with potential medicinal benefits.
- Provides opportunities for the development of eco-friendly and sustainable chemical processes.
- Enhances understanding and utilization of natural products for human welfare.
- Supports industries aiming to produce high-value compounds efficiently.
- Contributes to the economy by fostering innovation and industrial growth.
Pharmaceuticals, Healthcare, Chemical industry, Biotechnology, Sustainable chemistry, Industrial production
Geography of IP
Type of IP
202121026206
440379