2013
DOI: 10.1155/2013/240381
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Preparation of New α‐Aminophosphonate Derivatives by Kabachnik‐Fields Reaction Using a Recyclable Catalyst

Abstract: A convenient and efficient synthetic method for the preparation of some newα-aminophosphonate derivatives via a one-pot three-component system has been achieved using Amberlite IRC-748 as a recyclable catalyst. This method not only provides an excellent complement for the synthesis ofα-aminophosphonates but also avoids the use of hazardous acids or expensive/toxic Lewis acids and harsh reaction conditions. Most of the synthesized compounds (4a–o) exhibited activity against bacteria/fungi strains and moderate D… Show more

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Cited by 10 publications
(3 citation statements)
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“…Compounds containing an aminophosphonic unit display a wide spectrum of biological activity ( Figure 4 ), e.g., antiproliferative [ 28 , 29 , 30 , 31 ], antimicrobial [ 32 , 33 , 34 ], antiviral [ 35 , 36 ], antioxidant [ 37 , 38 , 39 , 40 ], anti-inflammatory [ 37 , 41 , 42 ] and they act as inhibitors of various enzymes such as acetylcholinesterase [ 43 , 44 , 45 ], aminopeptidases [ 46 , 47 ] or α-glucosidase [ 48 ].…”
Section: Introductionmentioning
confidence: 99%
“…Compounds containing an aminophosphonic unit display a wide spectrum of biological activity ( Figure 4 ), e.g., antiproliferative [ 28 , 29 , 30 , 31 ], antimicrobial [ 32 , 33 , 34 ], antiviral [ 35 , 36 ], antioxidant [ 37 , 38 , 39 , 40 ], anti-inflammatory [ 37 , 41 , 42 ] and they act as inhibitors of various enzymes such as acetylcholinesterase [ 43 , 44 , 45 ], aminopeptidases [ 46 , 47 ] or α-glucosidase [ 48 ].…”
Section: Introductionmentioning
confidence: 99%
“…13 In our opinion, the most important biological application of α-aminophosphonates involves their extensive range of activities against cancer, tuberculosis, HIV, and bacterial agents. 14 In addition, α-amino phosphonates have been used as synthons for the preparation of some chemical compounds and the synthesis of amino phosphonates has thus become more prominent. As a result, in last few years several methods have been introduced for the synthesis of α-amino phosphonates using homogenous catalytic systems from aldehydes, amines and triethyl or trimethyl phosphite.…”
Section: Introductionmentioning
confidence: 99%
“…3,4 Moreover, their analogues are also useful as pharmacological agents, 5 herbicides, fungicides, etc. 5 The most important reaction for preparing α-aminophosphonates is the Kabachnik-Fields reaction, 6 a multicomponent reaction of an amine with a trialkyl or diaryl phosphite and an aldehyde; these reactions are catalyzed by using Lewis or Brønsted acids [7][8][9] or by organocatalysts. 10 However, only a few such procedures have been described in the literature, and these have several disadvantages, such as air-or chloride-sensitive catalysts, expensive catalysts, stoichiometric amounts of catalysts, potential explosiveness of catalysts, complicated workup procedures, or low yields.…”
mentioning
confidence: 99%