60561-61-7Relevant articles and documents
Strecker reactions with hexacyanoferrates as non-toxic cyanide sources
Grundke, Caroline,Opatz, Till
, 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.
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.
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.