38118-73-9Relevant academic research and scientific papers
Intermolecular acetoxyaminoalkylation of α-diazo amides with (diacetoxyiodo)benzene and amines
D?ben, Nadine,Yan, Hong,Kischkewitz, Marvin,Mao, Jincheng,Studer, Armido
, p. 7933 - 7936 (2019/01/04)
Multicomponent reactions of diazo compounds have attracted much attention in recent years. Such transformations are generally conducted by applying transition metal catalysis and involve the corresponding metal carbenes as key intermediates. In this letter, a metal-free three-component intermolecular acetoxyaminoalkylation of α-diazo amides with tertiary aryl amines and (diacetoxyiodo)benzene is presented.
Aqueous copper nitrate catalyzed synthesis of 3-alkylideneoxindoles from α-diazo-ketoanilides
Mo, Shanyan,Yang, Zhanhui,Xu, Jiaxi
, p. 3923 - 3929 (2014/06/24)
An economical, practical, and green protocol with which to synthesize 3-alkylideneoxindoles from α-diazo-ketoanilides has been developed. The approach employs inexpensive Cu(NO3)2·3H 2O as catalyst and environmentally friendly water as solvent, and achieves moderate to excellent yields. The method has good tolerance to a range of N-alkyl and N-aryl groups, including electron-withdrawing and electron-donating groups on the aromatic ring, ortho-, meta-, and para-substituents, and -aliphatic and -aromatic keto groups. A plausible mechanism involving intramolecular aromatic metal carbene electrophilic addition as the key step is proposed. Inexpensive Cu(NO3)2· 3H2O catalyst and environmentally friendly water solvent are employed for the transformation of α-diazo-ketoanilides into 3-alkylidene- oxindoles. The process is easily handled, economical, environmentally friendly, and can be used to convert a broad range of substrates in moderate to excellent yields. An intramolecular aromatic metal carbene electrophilic addition mechanism is proposed. Copyright
