Organocatalytic synthesis of α-hydroxy and α-aminophosphonates

PRODUÇÃO DE COMPOSTOS a-HIDROXIFOSFONATOS OPTICAMENTE ATIVOS UTILIZANDO CÉLULAS ÍNTEGRAS DE MICRORGANISMOS

“…Os organofosforados 1a-c foram sintetizados segundo a metodologia de VAHDAT et al (2008) Os rendimentos químicos obtidos foram superiores a 78% para todos os substratos submetidos à biorredução, o que demonstrou que o processo é uma boa metodologia de síntese para a produção de -hidroxifosfonatos opticamente ativos. As configurações absolutas foram determinadas através da comparação das medidas de rotação óptica ([] D 25 ) com as descritas na literatura (LIN et al, 2013).…”

“…Os compostos 4-clorobenzaldeído, 4-metoxibenzaldeído, 3,4-dimetoxibenzaldeído e ácido oxálico foram adquiridos da Sigma-Aldrich Co. e os compostos racêmicos (±)-((4-clorofenil)(hidroxi)metil)fosfonato de dimetila (±)-2a, (±)-((4-metoxifenil)(hidroxi)metil) fosfonato de dimetila (±)-2b e (±)-((3,4-dimetoxifenil)(hidroxi)metil)fosfonato de dimetila (±)-2c foram sintetizados de acordo com o método descrito por VAHDAT et al (2008). Já os compostos (4-clorobenzoil)fosfonato de dimetila 1a, (4-metoxibenzoil)fosfonato de dimetila 1b e (3,4-dimetoxibenzoil)fosfonato de dimetila 1c foram sintetizados de acordo com metodologia descrita por MOORE e FINNEY (2002).…”

Application of Lactobacillus and Streptococcus from Yoghurt for Kabachnik - Field Synthesis of α-Aminophosphonates and Evaluation of their Catalytic Activity Using Molecular Docking

“…et al, 1986), herbicides, fungicides, insecticides (Maier and Spoerri, 1991) and plant growth regulators (Emsley and Hall, 1976). Nucleophilic addition of phosphite to imines catalyzed by oxalic acid (Vahdat et al, 2008), Al(OTf 3 ) (Sobhani and Tashrifi, 2009), FeCl 3 (Rezaei et al, 2009), heteropoly acids (Heydari et al, 2007, SbCl 3 /Al 2 O 3 (Ambica et al, 2008), sulfamic acid (Mitragotri et al, 2008), YbCl 3 (Xu et al, 2006), silica sulfuric acid (Yang et al, 2009) (Agarwal et al, 2014;Agarwal et al, 2018;Agrwal et al, 2014) we, herein, report the use of yoghurt as a catalyst, as a function of microorganisms present in it, for the synthesis of α-aminophosphonates.…”

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

“…Therefore, the synthesis of α-aminophosphonates has received considerable attention and substantial progress has been made to develop more efficient methods for synthesis of these compounds [3,4]. Lewis acids [5][6][7][8][9], Brønsted acids [10][11][12], solid acids [13,14], rare metal salts [15], or organo compounds [16,17] have been investigated as the catalysts for the synthesis of α-aminophosphonates over recent decades. However, the search for new, readily available, and green catalysts is still being actively pursued.…”