1400787-34-9Relevant articles and documents
A novel acid-catalyzed O-benzylating reagent with the smallest unit of imidate structure
Yamada, Kohei,Fujita, Hikaru,Kunishima, Munetaka
, p. 5026 - 5029 (2012)
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.
Development of triazine-based benzylating reagents possessing T-butyl group on the triazine core: Thermally controllable reagents for the initiation of reaction
Karuo, Yukiko,Yamada, Kohei,Kunishima, Munetaka
, p. 303 - 308 (2018/03/09)
Benzylating reagents, 4-(4,6-di-t-butyl-1,3,5-triazin-2-yl)-4-benzylmorpholinium triflate, and related derivatives have been developed. The reagents release benzyl triflate as a benzyl cation equivalent upon heating the solution to 40°C under neutral conditions. The O-benzylation of alcohols using a stoichiometric amount of these reagents afforded corresponding benzyl ethers in good to high yields. This was due to the presence of a bulky t-butyl group on the triazine ring of these reagents that prevents the consumption of benzyl triflate via a side reaction with a morpholinotriazine derivative.
Development of a new benzylating reagent spontaneously releasing benzyl cation equivalents at room temperature
Yamada, Kohei,Tsukada, Yuichi,Karuo, Yukiko,Kitamura, Masanori,Kunishima, Munetaka
supporting information, p. 12274 - 12278 (2015/03/31)
A new O-benzylating reagent, that is, 4-(4,6-diphenoxy-1,3,5-triazin-2-yl)-4-benzylmorpholinium trifluoromethanesulfonate (DPT-BM), has been developed. Benzyl cation equivalents are generated from DPT-BM by dissolving the compound in a solvent at room tem
