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. 2011 Apr 15;13(8):2038-41.
doi: 10.1021/ol200430c. Epub 2011 Mar 24.

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

Toby R Long  1 , Saqib Faisal, Pradip K Maity, Alan Rolfe, Ryan Kurtz, Sarra V Klimberg, Muhammad-Rabbie Najjar, Fatima Z Basha, Paul R Hanson
Affiliations

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

Toby R Long et al. Org Lett. .

Abstract

Soluble, high-load ring-opening metathesis polymerization (ROMP)-derived oligomeric triazole phosphates (OTP) are reported for application as efficient triazolating reagents of nucleophilic species. Utilizing a "Click"-capture, ROMP, release protocol, the efficient and purification-free, direct triazolation of N-, O-, and S-nucleophilic species was successfully achieved. A variety of OTP derivatives were rapidly synthesized as free-flowing solids on a multigram scale from commercially available materials.

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Figures

Figure 1
Figure 1
Reaction of oligomeric triazole phosphate (OTP) 4
Scheme 1
Scheme 1
Synthesis of oligomeric triazole phosphate (OTP) 4a
Scheme 2
Scheme 2
Triazolation of 2,4-Cl-PhOH utilizing OTP 4a
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