Methylcarbonate and Bicarbonate Phosphonium Salts as Catalysts for the Nitroaldol (Henry) Reaction

作者:Fabris Massimo; Noe Marco; Perosa Alvise; Selva Maurizio*; Ballini Roberto
来源:Journal of Organic Chemistry, 2012, 77(4): 1805-1811.
DOI:10.1021/jo202294k

摘要

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 degrees C, under solventless conditions, CILs efficiently catalyze the Henry addition of different aldehydes and ketones to nitroalkanes: not only they allow the selective formation of nitroaldols but they unlock a novel high-yielding access to dinitromethyl derivatives of ketones.

  • 出版日期2012-2-17