Kinetic and thermodynamic control in the metalation of pyridine. A direct synthesis of 2-and 4-substituted pyridines
J Verbeek, L Brandsma
Index: Verbeek, J.; Brandsma, L. Journal of Organic Chemistry, 1984 , vol. 49, # 20 p. 3857 - 3859
Full Text: HTML
Citation Number: 48
Abstract
A. General Procedure for the Formylation of Grignard Reagents with N-Formylmorpholine. To a stirred solution of freshly prepared Grignard reagent (10 mmol) in dry diethyl ether (20 mL), cooled to 0" C, is slowly added during 2 min a solution of N-formylmorpholine (Aldrich)(10 mmol) in diethyl ether (10 mL). An exothermic reaction takes place. The reaction mixture is stirred for another 30 min at room temperature and then quenched with 3 N HCl ...
Related Articles:
Methylation using dimethylcarbonate catalysed by ionic liquids under continuous flow conditions
[Glasnov, Toma N.; Kappe, C. Oliver; Holbrey, John D.; Seddon, Kenneth R.; Yan, Ting Green Chemistry, 2012 , vol. 14, # 11 p. 3071 - 3076,6]
Functionalization of pyridine via direct metallation
[Verbeek, Jacob; George, Albert V. E.; Jong, Robertus L. P. de; Brandsma, Lambert Journal of the Chemical Society, Chemical Communications, 1984 , # 4 p. 257 - 258]
[Testaferri, L.; Tiecco, M.; Tingoli, M.; Chianelli, D.; Montanucci, M. Synthesis, 1983 , # 9 p. 751 - 755]
[Kamiyama, Tsutomu; Enomoto, Saburo; Inoue, Masami Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 12 p. 5184 - 5189]