A Novel Acid-Catalyzed O-Benzylating Reagent with the Smallest Unit of Imidate Structure

作者:Yamada Kohei; Fujita Hikaru; Kunishima Munetaka*
来源:Organic Letters, 2012, 14(19): 5026-5029.
DOI:10.1021/ol302222p

摘要

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.