Development of Triazine-Based Benzylating Reagents Possessing t-Butyl Group on the Triazine Core: Thermally Controllable Reagents for the Initiation of Reaction

作者：Karuo Yukiko; Yamada Kohei; Kunishima Munetaka^*

来源：Chemical & Pharmaceutical Bulletin, 2018, 66(3): 303-308.

DOI：10.1248/cpb.c17-00897

• benzylating reagent
• triazine
• thermally controllable

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 degrees 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.

• 出版日期2018-3
• 单位河北医科大学