126582-57-8Relevant articles and documents
An intermolecular Michael addition of benzene
Wang, Tai-Chi,Chen, Yeh-Long,Lee, Kuan-Han,Tzeng, Cherng-Chyi
, p. 6369 - 6370 (1996)
The first intermolecular Michael addition of benzene leading to the formation of 3,3-diphenylpropionanilide is described. 2-Methoxyaniline was reacted with cinnamoyl chloride to give 2-methoxycinnamanilide (1) which was treated with aluminum chloride in b
An Efficient Solvent-Free Microwave-Assisted Synthesis of Cinnamamides by Amidation Reaction Using Phenylboronic Acid/Lewis Base Co-catalytic System
Carboni, Bertrand,Khaldoun, Khadidja,Safer, Abdelmounaim,Saidi-Besbes, Salima,Carreaux, Fran?ois,Le Guével, Rémy
, p. 3891 - 3900 (2019/10/11)
A microwave-assisted dehydrative amide condensation reaction is reported as an efficient access to cinnamamide derivatives under solvent-free conditions. This protocol between conjugated carboxylic acids and amines is based on the use of a co-catalytic system, including the presence of the commercially available phenylboronic acid and 4-(N, N-dimethylamino)pyridine N-oxide (DMAPO), with a complete chemoselectivity in favor of the corresponding α,β-unsaturated amides. The implementation of the reaction needs no special precaution, and less reactive amines, such as substituted anilines, are also efficient under these conditions. A series of novel conjugated amides have been evaluated for their cytotoxic activities against several human cancer cell lines.
Palladium-Imidazolium N-Heterocyclic Carbene-Catalyzed Carbonylative Amidation with Boronic Acids, Aryl Diazonium Ions, and Ammonia
Ma, Yudao,Song, Chun,Chai, Qiang,Ma, Changqin,Andrus, Merritt B.
, p. 2886 - 2889 (2007/10/03)
Aryl diazonium tetrafluoroborates have been coupled with arylboron compounds, carbon monoxide, and ammonia to give aryl amides in high yields. A saturated N-heterocyclic carbene (NHC) ligand, H2IPr was used with palladium(II) acetate to give the active catalyst. A mechanism is proposed for this novel four-component coupling reaction.
