36952-37-1Relevant articles and documents
Montmorillonite K10 as a suitable co-catalyst for atom economy in chelation-assisted intermolecular hydroacylation
Ya?ez, Xiomara,Claver, Carmen,Castillon, Sergio,Fernandez, Elena
, p. 1631 - 1634 (2003)
The clay montmorillonite K10 is an efficient acidic solid that can act as a reusable co-catalyst in the condensation reaction of aldehydes and amines to provide the imine intermediate which is then transformed into the ketone through the hydroiminoacylation reaction, in the presence of rhodium complexes.
Gold-catalyzed oxidative rearrangement involving 1,2-acyl migration: Efficient synthesis of functionalized dihydro-γ-carbolines from α-(2-indolyl) propargylic alcohols and imines
Wang, Lu,Xie, Xin,Liu, Yuanhong
supporting information, p. 13302 - 13306 (2014/01/06)
Smooth moves with a nifty side step: A gold-catalyzed transformation of α-(2-indolyl) propargylic alcohols with imines in the presence of the oxidant 8-isopropylquinoline N-oxide provided rapid access to highly functionalized dihydro-γ-carbolines (see scheme). The reaction mechanism is proposed to involve intermolecular trapping of an α-carbonyl gold carbenoid intermediate, followed by cyclization and a novel gold-assisted 1,2-acyl migration.
Solvent-free chelation-assisted hydroacylation of olefin by rhodium(I) catalyst under microwave irradiation
Loupy, Andre,Chatti, Saber,Delamare, Sarah,Lee, Dae-Yon,Chung, Jong-Hwa,Jun, Chul-Ho
, p. 1280 - 1285 (2007/10/03)
A solvent-free protocol for the rhodium(I)-catalyzed intermolecular hydroacylation was achieved under microwave irradiation to furnish various ketones in high yields. The reactivity was improved by the addition of aniline as well as 2-amino-3-picoline and benzoic acid to induce a transimination, which facilitates the formation of intermediate aldimine. A comparison of the reactivity between the reaction performed under the conventional heating mode and the microwave irradiation using monomode reactor revealed an important specific microwave effect during the chelation-assisted hydroacylation. It is supposed that the observed specific microwave effect mainly originates from the formation of aldimine by condensation of aldehyde and amine, which leads to a development of charges in the transition state. This result confirms that the rate-determining step of the reaction is the initial condensation step rather than the subsequent hydroiminoacylation step.