- RuO4-mediated oxidation of tertiary amines. stereoelectronic effects
-
Tertiary amines like PhCH2-NMe-CH2R (R = H, Me, CN) underwent RuO4-mediated oxidation by attack at all three N-α-positions. The various reaction products were classified in three groups, according to the functionalized sit
- Petride, Horia,Florea, Cristina,H?rtopeanu, Anca,Stavarache, Cristina
-
-
- SYNTHESE NEUER KETENDITHIOACETALE AUS N-CYANOMETHYL-2,2,N-TRIMETHYL-PROPIONAMID, N-CYANOMETHYL-N-METHYL-BENZAMID BZW. 4,4-DIMETHYL-3-OXO-PENTANNITRIL UND SCHWEFELKOHLENSTOFF
-
N-Cyanomethyl-2,2,N-trimethyl-propionamid (1) and N-cyanomethyl-N-methyl-benzamid (4) react with carbon disulfide in dry DMF in the presence of sodium hydride and alkylating agents as α-amino-C-nucleophiles to afford substituted aminoketene dithioacetals. 4,4-Dimethyl-3-oxo-pentanenitrile (7) gives under similar conditions the 3,3-bis(alkylthio)-2-pivaloyl-acrylonitriles which react with N-nucleophiles by substitution of one or two methylthio groups. Key words: Aminoketenedithioacetals; α-Aza-C-Nucleophiles; carbon disulfide; 3,3-Bis(alkylthio)-2-pivaloyl-acrylonitriles.
- Doelling, Wolfgang
-
p. 129 - 138
(2007/10/02)
-