A novel dicationic ionic liquid as a highly effectual and dual-functional catalyst for the synthesis of 3-methyl-4-arylmethylene-isoxazole-5(4H)-ones, By Abdolkarim Zare

Research

Title	A novel dicationic ionic liquid as a highly effectual and dual-functional catalyst for the synthesis of 3-methyl-4-arylmethylene-isoxazole-5(4H)-ones
Type	Article
Keywords	Dicationic ionic liquid; N,N,N′,N′-tetramethyl-N,N′-bis(sulfo)ethane-1,2-diaminium mesylate; dual-functional catalyst; 3-methyl-4-arylmethylene-isoxazole-5(4H)-ones
Journal	RESEARCH ON CHEMICAL INTERMEDIATES
DOI	10.1007/s11164-018-3488-8
Researchers	Navid Irannejad-Gheshlaghchaei (First researcher) , Abdolkarim Zare (Second researcher) , Seyed Sajad Sajadikhah (Third researcher) , Alireza Banaei (Fourth researcher)

Abstract

A novel dicationic ionic liquid, N,N,N′,N′-tetramethyl-N,N′-bis(sulfo)ethane-1,2-diaminium mesylate [TMBSED][OMs]2), has been produced, and identified by analysis of its 1H NMR, 13C NMR, FT-IR, mass and thermal gravimetric data. Thereafter, it has been utilized as a highly effectual, homogeneous and dual-functional catalyst to promote the multi-component reaction of ethyl acetoacetate, hydroxylamine hydrochloride and arylaldehydes under solvent-free conditions for the synthesis of 3-methyl-4-arylmethylene-isoxazole-5(4H)-ones. Due to the dual-functionality of [TMBSED][OMs]2 (possessing acidic and basic sites), and also having two sites of each, it was a highly effective and general catalyst for the synthesis. Moreover, a plausible and attractive mechanism based on the dual-functionality of the catalyst has been proposed.