60561-61-7Relevant academic research and scientific papers
Strecker reactions with hexacyanoferrates as non-toxic cyanide sources
Grundke, Caroline,Opatz, Till
supporting information, p. 2362 - 2366 (2019/05/17)
The Strecker reaction is the most widely applied three-component reaction. Although highly useful for the preparation of α-amino nitriles, α-amino acids, hydantoins and numerous related compounds, the need for the application of toxic sources of HCN limits its application in both academic and industrial settings. Here, we present a facile protocol for Strecker reactions using a mixture of potassium ferri- and ferrocyanides as a non-toxic substitute.
Selective C-N coupling reaction of diaryliodonium salts and dinucleophiles
Ma, Chang,Wu, Xufeng,Zeng, Qingle,Zhou, Lihong,Huang, Yi
supporting information, p. 2873 - 2877 (2017/04/14)
N-Aryl-α-amino amides including their chiral isomers have demonstrated important applications as pharmaceutical drugs; however, to date, a one-step synthetic route for them still remains to be developed. Herein, an efficient ligand-free copper-catalyzed selective C-N coupling reaction of diaryliodonium salts and dinucleophiles under mild conditions was realized. Diaryliodonium salts prefer to react with dinucleophiles at the site of stronger alkalic amino groups. Thus, a general aliphatic amino-selective N-arylation of α-amino amides was disclosed. Additionally, copper-catalyzed N-arylation of diaryliodonium salts afforded the same products as obtained via palladium-catalyzed reactions of aryl halides.
Electrophilic amination of 2-azadienes
Gouverneur,Ghosez
, p. 7585 - 7598 (2007/10/03)
2-Azadienes 1 bearing a trialkylsilyloxy group on position 3 can be regarded as carboxylic acid synthons. Their cycloadditions with several classes of nitroso compounds have been studied in detail as well as the transformation of the adducts into α-amino acids. The study showed that arylnitroso compounds such as nitrosobenzene reacted with 2-azadienes to give adducts that are potential precursors of α-N-arylamino acids. We have outlined an important limitation to the use of α-chloronitroso compounds. They are not compatible with highly functionalized dienes like 2-azadienes. On the other hand α-cyanonitroso and acylnitroso compounds reacted with azadienes to give adducts which were readily converted into α-amino acid derivatives.
Insertion of isocyanates, CO2, and ethylene carbonate into the Zr-C and Zr-N bonds of imine complexes. Construction of chiral centers like those in α-amino acids
Gately, Daniel A.,Norton, Jack R.,Goodson, Patricia A.
, p. 986 - 995 (2007/10/02)
In some cases zirconocene-imine complexes insert CO2; more generally they insert isocyanates and cyclic carbonates. Isocyanates can insert into either the Zr-C or the Zr-N bond; protonolysis of the zirconacycle resulting from Zr-C insertion giv
Studies on Mesoionic Compounds. Part 10. Synthesis and Chemical Properties of Mesoionic 1,2,5-Thiadiazolium-3-olates
Masuda, Katsutada,Adachi, Jun,Nomura, Keiichi
, p. 1033 - 1036 (2007/10/02)
The preparation of a novel mesoionic heterocycle is described; derivatives of 4-aryl-5-alkyl-1,2,5-thiadiazolium-3-olates (6a-f) are obtained by treatment of α-N-substituted aminophenylacetamides with sulphur monochloride followed by base.
Reinvestigation of the Behaviour of Benzal-anils towards the Action of Potassium Cyanide
Gawad, Ibrahim I. Abd El,Harhash, Abd El-Hammid,El-Zahab, Mohamad M. M. Abou
, p. 712 - 714 (2007/10/02)
Reinvestigation of the behaviour of benzal-anils (1) towards the action of potassium cyanide was found to give a mixture of 4-imidazolidinone (6) and 4-imidazolone (7). 6 was also obtained by benzaldehyde addition to α-arylamino-α-phenylacetonitrile (2) o
