- Visible light-induced intermolecular radical addition: Facile access to γ-ketoesters from alkyl-bromocarboxylates and enamines
-
A highly efficient addition of alkyl α-bromocarboxylates to enamines by visible light-induced photoredox catalysis is reported. Compared with traditional methods, the reaction described here provided an alternative route for the construction of valuable γ-ketoesters in generally good yields.
- Hu, Bei,Chen, Haixia,Liu, Yan,Dong, Wuheng,Ren, Kai,Xie, Xiaomin,Xu, Hao,Zhang, Zhaoguo
-
p. 13547 - 13550
(2015/01/09)
-
- Easily available nickel complexes as catalysts for the intermolecular hydroamination of alkenes and alkynes
-
A series of nickel complexes of the type [(P-P)NiX2] ((P-P) = bisphospines or bisphosphites, X = chloride, triflate) were used as catalysts for the hydroamination of both activated and unactivated alkenes and alkynes with pyrrolidine. In general, the use of activated unsaturations, such as acrylonitrile, required mild reaction conditions (e.g. 100 °C and 4 h) in comparison with other non-activated alkenes. Particularly with a series of alkynes, the use of nickel(ii) centers diminished or even inhibited the formation of otherwise undesired homocoupling and/or transfer hydrogenation by-products, such as the ones obtained in the presence of zerovalent nickel. When using less activated substrates, better selectivity was obtained, although harsher reaction conditions were needed. From a general perspective, the results of this report strongly support the potential use of nickel as a good candidate for further application in the hydroamination of organic unsaturations by means of screening of several π acceptor ligands. The Royal Society of Chemistry.
- Reyes-Sanchez, Adan,Garcia-Ventura, Ilnett,Garcia, Juventino J.
-
p. 1762 - 1768
(2014/01/06)
-
- A new reactivity pattern for vinyl bromides: Cine-substitution via palladium catalysed C-N coupling/Michael addition reactions
-
Palladium catalysed C-N bond formation can be used to convert vinyl bromides to the corresponding enamines, which are reacted in situ with alkylidene malonates to provide Michael adducts. The overall transformation results in cine-substitution of the starting vinyl bromide. The Royal Society of Chemistry 2005.
- Willis, Michael C.,Chauhan, Jay,Whittingham, William G.
-
p. 3094 - 3095
(2007/10/03)
-
- Carbonyl Methylenation Using a Titanium- Aluminum (Tebbe) Complex
-
The titanium-aluminum (Tebbe) complex is shown to be an effective methylenating agent for a variety of carbonyl groups.The reaction is unique in that the carbonyl groups of carboxylic acid derivatives are readily methylenated.Thus vinyl enol ethers are prepared from esters and enamines are formed from amides.The complex provides a method for methylenating hindered or base sensitive ketones that is advantageous to the Wittig reagent.Selective methylenation of dicarbonyl compounds is also accomplished.
- Pine, Stanley H.,Pettit, Robert J.,Geib, Gregory D.,Cruz, Susana G.,Gallego, Claudio H.,et al.
-
p. 1212 - 1216
(2007/10/02)
-