"Click"-capture, ring-opening metathesis polymerization (ROMP), release: facile triazolation utilizing ROMP-derived...

Area of Science:

• Organic Chemistry
• Polymer Chemistry
• Synthetic Chemistry

Background:

• Triazole synthesis is crucial in medicinal chemistry and materials science.
• Existing triazolation methods often require harsh conditions or complex purification.
• Development of efficient and versatile triazolating reagents is needed.

Purpose of the Study:

• To report soluble, high-load oligomeric triazole phosphates (OTP) as novel triazolating reagents.
• To demonstrate a "Click"-capture, ROMP, release protocol for efficient triazole synthesis.
• To achieve purification-free, direct triazolation of diverse nucleophiles.

Main Methods:

• Synthesis of OTP via ring-opening metathesis polymerization (ROMP).
• Utilizing a "Click"-capture, ROMP, release strategy.
• Reaction of OTP with N-, O-, and S-nucleophilic species.

Main Results:

• Soluble, high-load OTP were successfully synthesized on a multigram scale.
• Efficient and purification-free direct triazolation of N-, O-, and S-nucleophiles was achieved.
• A variety of OTP derivatives were prepared as free-flowing solids.

Conclusions:

• OTP are effective reagents for the direct triazolation of nucleophilic species.
• The "Click"-capture, ROMP, release protocol offers a streamlined approach to triazole synthesis.
• This method provides a scalable and efficient route to diverse triazole derivatives.