One-Pot Tandem Coupling Method for the Short-Step Formal Synthesis of Riccardin C

Area of Science:

• Organic Chemistry
• Synthetic Chemistry

Background:

• Multi-step reactions often require extensive purification and generate significant waste.
• One-pot reactions offer a more efficient and sustainable approach to complex molecule synthesis.

Purpose of the Study:

• To achieve the formal total synthesis of riccardin C using a streamlined one-pot methodology.
• To demonstrate the efficiency of combining Sonogashira and Suzuki coupling reactions in a single reaction vessel.

Main Methods:

• A one-pot sequence involving two Sonogashira coupling reactions and one Suzuki coupling reaction.
• Subsequent reduction and deprotection steps were performed without intermediate isolation.
• The synthesis of riccardin C was achieved in five steps within a single pot.

Main Results:

• The successful formal total synthesis of riccardin C was accomplished.
• The one-pot approach eliminated the need for intermediate purification steps.
• Significant savings in reagents, solvents, and processing time were achieved.

Conclusions:

• This one-pot strategy provides an efficient and resource-conscious route for riccardin C synthesis.
• The method highlights the potential of sequential coupling reactions in simplifying complex organic synthesis.
• This approach offers a greener and more economical alternative to traditional multi-step syntheses.