Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Org Lett. 2012 Oct 5;14(19):5026-9. doi: 10.1021/ol302222p. Epub 2012 Sep 20.
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.
苯亚氨基最小单元的正式三聚化生成 2,4,6-三(苯甲氧基)-1,3,5-三嗪(TriBOT),它可用作酸催化的 O-苄基化试剂。在三氟甲磺酸存在下,各种功能化醇与 0.4 当量的 TriBOT 反应以良好的收率得到苄基醚。TriBOT 是一种廉价、稳定的结晶固体,具有高原子经济性。