Privileged substructure-based diversity-oriented synthesis pathway for diverse pyrimidine-embedded polyheterocycles.

Area of Science:

• Organic Chemistry
• Medicinal Chemistry
• Polymer Science

Background:

• Pyrimidine-embedded heterocycles are crucial scaffolds in medicinal chemistry.
• Developing efficient synthetic routes for diverse heterocyclic libraries is essential for drug discovery.
• Understanding structure-activity relationships requires access to systematically varied molecular architectures.

Purpose of the Study:

• To establish a novel, diversity-oriented synthesis pathway for pyrimidine-embedded polyheterocycles.
• To explore the fabrication of a library of these compounds for potential biopolymer interactions.
• To investigate new synthetic strategies for complex fused heterocyclic systems.

Main Methods:

• Synthesis of five distinct pyrimidine-embedded core skeletons.
• Utilized ortho-alkynylpyrimidine carbaldehydes as starting materials.
• Employed silver- or iodine-mediated tandem cyclization reactions.

Main Results:

• Successfully developed a new synthesis pathway for pyrimidine-embedded polyheterocycles.
• Fabricated a library of five core skeletons with diverse fused ring sizes and positions.
• The synthesized polyheterocycles exhibit potential functionalities for further chemical modification.

Conclusions:

• The developed tandem cyclization strategy is effective for generating diverse pyrimidine-embedded polyheterocycles.
• The synthesized library offers a valuable resource for exploring interactions with biopolymers.
• This work provides a foundation for the design of novel functional molecules.