13156-28-0Relevant academic research and scientific papers
Anodic oxidation of bisamides from diaminoalkanes by constant current electrolysis
Golub, Tatiana,Becker, James Y.
, p. 861 - 868 (2018/04/30)
In general, bisamides derived from diamines and involving 3 and 4 methylene groups as spacers between the two amide functionalities behave similar to monoamides upon anodic oxidation in methanol/LiClO4 because both types undergo majorly mono- and dimethoxylations at the α-position to the N atom. However, in cases where the spacer contains two methylene groups only the anodic process leads mostly to CH2-CH2 bond cleavage to afford products of type RCONHCH2OCH3. Moreover, upon replacing LiClO4 with Et4NBF4 an additional fragmentation type of product was generated from the latter amides, namely RCONHCHO. Also, the anodic process was found to be more efficient with C felt as the anode, and in a mixture of 1:1 methanol/acetonitrile co-solvents.
Amidoalkylating properties of 1-(N -acylamino)alkyltriphenylphosphonium salts
Pazdzierniok-Holewa, Agnieszka,Adamek, Jakub,Mazurkiewicz, Roman,Zielinska, Katarzyna
, p. 205 - 212 (2013/07/05)
Easily accessible 1-(N-acylamino)alkyltriphenylphosphonium salts react smoothly with nitrogen, sulfur, phosphorus and oxygen nucleophiles in the presence of (i-Pr)2EtN to give the expected α-amidoalkylation products, usually in good or very good yields. α-Amidoalkylation of dialkyl malonates or acetylacetates requires the application of a much stronger base (DBU) and gives the best results under the influence of microwave irradiation. α-Amidoalkylation of enamines was carried out successfully in the presence of (i-Pr)2EtN in a microwave reactor. 1-(N-Acylamino)alkyltriphenylphosphonium salts can be considered as new, convenient and effective α-amidoalkylation agents.
Concerning the Reaction Mechanism of the Anodic Oxidation of N-Acylated α-Aminocarboxylic Acids
Thomas, H. Guenter,Kessel, Stephan
, p. 1575 - 1578 (2007/10/02)
Anodic oxidation of N-acylated α-aminocarboxylic acids 1 leads by non-Kolbe electrolysis only to substitution products 2; in contrast to O-acylated hydroxycarboxylic acids no fragmentation product 3 can be observed.Derivation of the acids 1 proves that th
