21690-58-4Relevant academic research and scientific papers
Nickel(0) induzierte und katalysierte CC-Verknuepfungen von Phenylisocyanat mit funktionalisierten Alkenen
Hoberg, Heinz,Guhl, Dieter
, p. 245 - 258 (1989)
Monosubstituted alkenes RCH=CH2 (R=OEt (Ia), SPh (Ib), CO2Me (Ic)) react with phenyl isocyanate on (Lig)Ni0 systems to form tricyclohexylphosphane-5-azanickelacyclopentan-4-one-derivatives (V).It is shown that the complexes V are intermediates in the catalytic CC coupling reaction.Further reactions by the system is dependent upon the nature of R.Thus when R=OEt (Ia) a β-elimination is induced, which ultimately leads to 3-ethoxyacrylic acid anilide (XIa), the unsaturated product of a 1/1 CC coupling.On the other hand, when R=CO2Me (Ic) further insertion of isocyanate occurs, to give 1,5-diphenyl-2,6-dioxo-hexahydropyrimidine-4-acidmethylester (XII).Characteristic features are descriebed, and the reaction mechanisms are discussed.
Efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base
Wang, Feng,Yang, Haijun,Fu, Hua,Pei, Zhichao
, p. 517 - 519 (2013/02/23)
A novel and efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base has been developed. The protocol uses readily available acrylic derivatives and primary alcohols as the starting materials, inexpensive CuCl2 as the catalyst, and the corresponding addition products were obtained in moderate to excellent yields.
