Formal trimerization of the smallest unit of benzyl imidate leads to 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT), which can be used as an acid-catalyzed O-benzylating reagent. The reaction of various functionalized alcohols with 0.4 equiv of TriBOT in the presence of trifluoromethanesulfonic acid afforded the benzyl ethers in good yields. TriBOT is an inexpensive stable crystalline solid with high atom economy.

TriBOT is a novel acid-catalyzed O-benzylating reagent with high atom economy, providing efficient benzyl ether synthesis in various functionalized alcohols.

Paper

A novel acid-catalyzed O-benzylating reagent with the smallest unit of imidate structure.

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