Palladium-catalyzed conjugate addition reaction of aryl iodides with. alpha.,. beta.-unsaturated ketones
S Cacchi, A Arcadi
Index: Cacchi, S.; Arcadi, A. Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4236 - 4240
Full Text: HTML
Citation Number: 74
Abstract
Aryl iodides have been found to react with a $-unsaturated ketones in the presence of catalytic amounts of palladium, an excess of formic acid, and triethylamine, giving rise to conjugate addition type products. The electron-withdrawing power of the group attached to the olefinic double bond, the substituent p to the carbonyl group, and the basic reaction medium appear to affect greatly the conjugate addition/vinylic substitution ratio.
Related Articles:
[Tang, Yi-Qiang; Lv, Huan; He, Xiao-Na; Lu, Jian-Mei; Shao, Li-Xiong Catalysis Letters, 2011 , vol. 141, # 5 p. 705 - 708]
[Zhou, Yang; Li, Xinyao; Hou, Shili; Xu, Jiaxi Journal of Molecular Catalysis A: Chemical, 2012 , vol. 365, p. 203 - 211]
Alcohols as electrophiles: iron-catalyzed Ritter reaction and alcohol addition to alkynes
[Jefferies, Latisha R.; Cook, Silas P. Tetrahedron, 2014 , vol. 70, # 27-28 p. 4204 - 4207]
[Yamamoto, Tetsuya; Iizuka, Michiko; Takenaka, Hiroto; Ohta, Tetsuo; Ito, Yoshihiko Journal of Organometallic Chemistry, 2009 , vol. 694, # 9-10 p. 1325 - 1332]
Phosphine–olefin ligands: a facile dehydrogenative route to catalytically active rhodium complexes
[Douglas, Thomas M.; Notre, Jerome Le; Brayshaw, Simon K.; Frost, Christopher G.; Weller, Andrew S. Chemical Communications, 2006 , # 32 p. 3408 - 3410]