86896-40-4Relevant academic research and scientific papers
Copper-catalyzed synthesis of azaspirocyclohexadienones from ∝-azido- N -arylamides under an oxygen atmosphere
Chiba, Shunsuke,Zhang, Line,Lee, Jian-Yuan
supporting information; experimental part, p. 7266 - 7267 (2010/08/05)
A copper-catalyzed reaction of ∝-azido-N-arylamides was found to proceed under an oxygen atmosphere to afford azaspirocyclohexadienones. The present transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from ∝-azido-N-arylamides and their imino-cupration with an intramolecular benzene ring on the amido nitrogen followed by consecutive formation of C-O bonds. The preliminary investigation revealed that molecular oxygen is a prerequisite for achieving the present catalytic cyclization and that one of the oxygen atoms of O2 was found to be incorporated into the cyclohexadienone moiety.
AN EFFICIENT SYNTHESIS OF α-KETO AMIDES VIA REACTION OF α-(N-METHYLANILINO)-ACETONITRILE WITH ESTERS FOLLOWED BY HYDROLYSIS USING COPPER (II) ACETATE
Takahashi, Kazumasa,Shibasaki, Kenichiro,Ogura, Katsuyuki,Iida, Hirotada
, p. 859 - 862 (2007/10/02)
An efficient sequence proposed for the conversion of esters to α-keto amides involves the reaction of α-(N-methylanilino)-acetonitrile with esters to afford β0hydroxy-α-cyanoenamines of which hydrolysis using copper (II) acetate gives the corresponding α-keto amides in good yields.
