15948-53-5Relevant articles and documents
Water assisted and choline chloride-dimethylurea deep eutectic salts as catalyst towards the attractive reaction of indole, benzaldehyde, and malononitrile
Ruan, Hongli,Lv, Yue,Yu, Shijun,Lv, Chengwei,An, Yue
, p. 1266 - 1274 (2018/08/06)
The condensation of indole, benzaldehyde, and malononitrile was relatively rigorous compared with other Yonemitsu type reaction. We described a strategy using catalytic amount of choline chloride-dimethylurea deep eutectic salts as cheap and safe accelerator. We also found that introducing right amount of water in reaction system was crucial. This method tolerates variations in all three components to get desired 3-substituted indoles in satisfactory yields.
Palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloadditions of substituted vinylcyclopropanes
Trost, Barry M.,Morris, Patrick J.,Sprague, Simon J.
supporting information, p. 17823 - 17831 (2013/01/15)
We describe a palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloaddition between substituted vinylcyclopropanes and electron-deficient olefins in the form of azlactone- and Meldrums acid alkylidenes to give highly substituted cyclopentane products. By modulation of the electronic properties of the vinylcyclopropane and the electron-deficient olefin, high levels of stereoselectivity were obtained. The remote stereoinduction afforded by the catalyst, distal from the chiral pocket generated by the ligand, is proposed to be the result of a new mechanism invoking the Curtin-Hammett principle.
A general and practical preparation of alkylidene Meldrum's acids
Dumas, Aaron M.,Seed, Adam,Zorzitto, Alexander K.,Fillion, Eric
, p. 7072 - 7074 (2008/03/11)
Although many methods have been reported for the Knoevenagel condensation of aldehydes and Meldrum's acid, most are not general or use unconventional reagents and conditions. We have found that alkylidene Meldrum's acids form readily in benzene solution u