Dicationic ionic liquids as recyclable catalysts for one‐pot solvent‐free synthesis of α‐aminophosphonates

Abstract

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Solution and thermal behaviour of novel dicationic imidazolium ionic liquids

“…To date, only a few dicationic functionalised ionic liquids have been reported in the literature, and in these cases the catalytic ability is due to specific properties of the anion, 22 or to the presence of an acid functionality on the cationic head. 23 In some other cases, the reported catalytic ability is a result of the formation of an organometallic complex. 24,25 Here, we describe the structure-property relationships and thermal behaviour of a series of multi-positive imidazolium ionic liquids paired with multi-negative anions with respect to properties and applications.…”

Tween-20: An Efficient Catalyst for One-Pot Synthesis of α-Aminophosphonates in Aqueous Media

“…In order to delineate the standard operating conditions the reaction among 6-nitrobenzo[d] [1,3]dioxole-5-carbaldehyde, diethylphosphite and aniline was selected as a model (Scheme 1).…”

“…2 Multicomponent synthesis of α-aminophosphonates has gained much interest in recent times, due to their structural similarity to the corresponding α-aminophosphonic acids and transition state mimics of peptide hydrolysis. 3,4 Many natural and synthetic α-aminophosphonates and their derivatives have greater prominence as anti-HIV, cancer, biotic, bacterial, tumor, and antiviral agents. [5][6][7][8][9][10] Furthermore, α-aminophosphonates are used in agricultural industry as fungicidal, herbicidal agents, and plant growth regulators.…”

“…[11][12][13] Consequently, different methods have been developed for their synthesis. Among them, nucleophilic addition of phosphites to imines is an established most useful method in which catalysts like InCl 3 , SnCl 4 , amberlite-IR 120, sulfamic acid, TiO 2 , In(OTf) 3 , Silica sulphuric acid, Al(H 2 PO 4 ) 3 , Mg(ClO 4 ) 2 , TaCl 5 -SiO 2 , bismuth nitrate penta hydrate, and lithium perchlorate [14][15][16][17][18][19][20][21][22][23][24][25] are conveniently used. However, many of these catalysts involved in their synthesis required tedious procedures and complex workups.…”

Synthesis of Tröger’s base bis(α-aminophosphonate) derivatives

“…3,4 The other approach is Pudovik reaction where the imines are reacted with dialkylphosphites in the presence of a base or Lewis acid catalyst. 5 Literature is littered with plenty of information on the diverse catalysts 6,8 that accomplish these protocols as well as novel green protocols based on microwave, 9 ultrasound, 10 use of ionic liquids 11,12 etc.…”