A rapid pathway to molecular complexity: a palladium-catalyzed six-fold domino process to access polycyclic...

Area of Science:

• Organic Chemistry
• Catalysis
• Synthetic Methodology

Background:

• Constructing complex polycyclic frameworks, especially those with adjacent quaternary centers, remains a significant challenge in organic synthesis.
• Efficient and rapid synthetic strategies are crucial for accessing novel molecular architectures.

Purpose of the Study:

• To introduce a novel and efficient strategy for the rapid construction of structurally constrained polycyclic frameworks.
• To achieve the synthesis of polycyclic compounds featuring two adjacent quaternary centers.

Main Methods:

• Utilizing palladium-catalyzed domino crossover annulations.
• Employing simple 1,2-bis(2-bromoaryl)ethynes and 1,2-diarylethynes as starting materials.

Main Results:

• Successfully constructed intricate polycyclic frameworks with two adjacent quaternary centers.
• Demonstrated the synthesis of both C2-symmetric and unsymmetric polycyclic products.
• The developed method is efficient and rapid.

Conclusions:

• The presented palladium-catalyzed six-fold domino crossover annulation offers an unexplored and effective route to complex polycyclic molecules.
• This strategy provides access to diverse polycyclic architectures, including those with adjacent quaternary centers, with control over symmetry.