EXPEDITIOUS, NANO-BF_3 ? SiO_2-CATALYZED MICHAELIS-ARBUZOV REACTION IN AN IONIC LIQUID: SYNTHESIS OF PRIVILEGED ARYL/ HETEROCYCLIC PHOSPHONATES

摘要

An expeditious, simple, and green method was developed for the synthesis of privileged aryl/heterocyclicphosphonates, 8(a-c) to 13(a-c) through Michaelis-Arbuzov reaction of aryl=heterocyclic halides (Br), 1-6, and trialkylphosphites, 7(a-c), in roomtemperature ionic liquid [bbim]Br using heterogeneous Lewis catalyst, nano-silica-supported boron trifluoride (BF_3-SiO_2). The advantages of this protocol are simplicity, good yield of the products, less reaction time (20-38min), mild reaction conditions, easy workup, and reusability of the catalyst and ionic liquid. It is demonstrated that nano-BF_3-SiO_2 is a recoverable and easy accessible catalyst for the formation of C(sp~2)-P bond in an ionic liquid.