66730-28-7Relevant articles and documents
Peroxidation of C-H bonds adjacent to an amide nitrogen atom under mild conditions
Yu, Hui,Shen, Jie
supporting information, p. 3204 - 3207 (2014/07/08)
Under mild conditions, the oxidative functionalization of C-H bonds adjacent to an amide nitrogen atom was achieved. tert-Butylperoxyamido acetal was obtained in high yields and could be further converted into α-substituted amides by treatment with Grigna
Iron-catalyzed benzamide formation. Application to the synthesis of moclobemide
Bantreil, Xavier,Kanfar, Nasreddine,Gehin, Nicolas,Golliard, Ethan,Ohlmann, Pauline,Martinez, Jean,Lamaty, Frédéric
, p. 5093 - 5099 (2014/12/10)
A convenient and user-friendly method to yield benzamides from primary and secondary amines and various benzylic alcohols in the presence of a cheap iron salt (FeCl2$4H2O) and tert-butylhydroperoxide (70% in water) as a stoichiometric oxidant is described. Control experiments indicated that this reaction might involve radical species. This method proved to be general, generating a family of 30 benzamides and was applied to the preparative synthesis of anti-anxiety drug moclobemide.
Carbon-carbon bond formations at the benzylic positions of N-benzylxanthone imines and N-benzyldi-1-naphthyl ketone imine
Niwa, Takashi,Suehiro, Takafumi,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 5125 - 5131 (2009/11/30)
Two N-benzyl imines are designed to allow for carbon-carbon bond formations at the aminated benzylic positions. Direct benzylic arylation reactions of N-benzylxanthone imine with aryl chlorides proceed under palladium catalysis in the presence of cesium hydroxide, yielding the corresponding benzhydrylamine derivatives. Alkylation reactions of N-benzyldi-1-naphthyl ketone imine with alkyl halides in the presence of potassium tert-butoxide afford the corresponding 1-phenylalkylamines in high yields. Conjugate addition of N-benzyldi-1-naphthyl ketone imine is also described.