32730-85-1Relevant articles and documents
Thermodecarbonylation of α-substituted cycloalkanones: A convenient one-carbon ring contraction method
Rüedi, Georg,Oberli, Matthias A.,Hansen, Hans-Jürgen
, p. 7887 - 7889 (2004)
A new and very convenient one-carbon ring contraction method is reported. Pyrolysis of α-substituted cycloalkanones at 600-650°C under flow conditions produces the ring contracted compounds under loss of carbon monoxide. Substrates varying in ring size and nature of the α-substituent have been investigated.
Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction
Shipilovskikh, Sergei A.,Vaganov, Vladimir Yu.,Denisova, Elena I.,Rubtsov, Aleksandr E.,Malkov, Andrei V.
supporting information, p. 728 - 731 (2018/02/09)
A highly expedient protocol for a catalytic Appel-type dehydration of amides to nitriles has been developed that employs oxalyl chloride and triethylamine along with triphenylphosphine oxide as a catalyst. The reactions are usually complete in less than 10 min with only a 1 mol % catalyst loading. The reaction scope includes aromatic, heteroaromatic, and aliphatic amides, including derivatives of α-hydroxy and α-amino acids.
Generation of iminyl copper species from α-azido carbonyl compounds and their catalytic C-C bond cleavage under an oxygen atmosphere
Chiba, Shunsuke,Zhang, Line,Ang, Gim Yean,Hui, Benjamin Wei-Qiang
supporting information; experimental part, p. 2052 - 2055 (2010/07/04)
Figure presented A copper-catalyzed reaction of α-azidocarbonyl compounds under an oxygen atmosphere is reported where nitriles are formed via C-C bond cleavage of a transient iminyl copper intermediate. The transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from α-azidocarbonyl compounds and their C-C bond cleavage, where molecular oxygen (1 atm) is a prerequisite to achieve the catalytic process and one of the oxygen atoms of O2 was found to be incorporated into the β-carbon fragment as a carboxylic acid.
