98552-85-3Relevant academic research and scientific papers
Methylcarbonate and bicarbonate phosphonium salts as catalysts for the nitroaldol (Henry) reaction
Fabris, Massimo,Noe, Marco,Perosa, Alvise,Selva, Maurizio,Ballini, Roberto
experimental part, p. 1805 - 1811 (2012/04/17)
Phosphonium ionic liquids exchanged with bicarbonate and methylcarbonate anions (CILs) exhibit catalytic performances comparable to those of sterically hindered (non nucleophilic) organosuperbases such as DBU. At 25-50 °C, under solventless conditions, CI
1,5,7-Triazabicyclo[4.4.0]dec-1-ene (TBD), 7-methyl-TBD (MTBD) and the polymer-supported TBD (P-TBD): Three efficient catalysts for the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to unsaturated systems
Simoni, Daniele,Rondanin, Riccardo,Morini, Massimo,Baruchello, Riccardo,Invidiata, Francesco Paolo
, p. 1607 - 1610 (2007/10/03)
The 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and its 7-methyl derivative (MTBD) have been proven to be of great synthetic utility as catalysts in the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to a variety of carbonyl compounds. The catalysts were in many cases superior to the parent tetramethylguanidine (TMG). In general the reaction proceeds in a few minutes at 0°C. The polymer-supported-TBD (P- TBD) was also proven to be an efficient promoter of the above cited nucleophilic additions. (C) 2000 Elsevier Science Ltd.
P(RNCH2CH2)3N: An Efficient Promoter for the Nitroaldol (Henry) Reaction
Kisanga, Philip B.,Verkade, John G.
, p. 4298 - 4303 (2007/10/03)
The use of catalytic amounts of the proazaphosphatranes P(MeNCH2CH2)3N, P(i-PrNCH2CH2)3N and P(HNCH2CH2)(i-PrNCH2CH2) 2N as nonionic bases in the reaction of nitroalkanes with carbonyl compounds is reported. The reaction proceeds at room temperature in the presence of 2.2 equiv of magnesium sulfate to produce the corresponding β-nitroalkanols in generally superior yields. Aldehydes react quantitatively in 5-60 min, whereas ketones require up to 3 h to react with nitromethane and up to 7 h for the reaction of ketones with higher nitroalkanes.
