32845-42-4Relevant articles and documents
Photoredox-Catalyzed Cα-H Cyanation of Unactivated Secondary and Tertiary Aliphatic Amines: Late-Stage Functionalization and Mechanistic Studies
Yilmaz, Ozgur,Oderinde, Martins S.,Emmert, Marion H.
supporting information, p. 11089 - 11100 (2018/09/12)
This paper describes the development and mechanistic studies of a general, high-yielding amine Cα-H cyanation protocol via photoredox catalysis. Inexpensive NaCN is employed as the cyanide source and air is the external oxidant, resulting in mild and highly functional group tolerant conditions. Notably, efficient Cα-H cyanations of secondary and tertiary aliphatic amines and of complex, biologically active compounds (drugs) can be performed using the established methodology. Mechanistic studies suggest that the carboxylic acid additive has three effects: formation of a stabilizing hemiaminal intermediate, prevention of catalyst decomposition by protonating the substrate, and modulation of fluorescence quenching of the photoexcited catalyst species.
Studying drug metabolic oxidation with biomimetic metalloporphyrin systems : Problems and solutions in the case of lidocaine
Carrier, M. N.,Battioni, P.,Mansuy, D.
, p. 405 - 416 (2007/10/02)
The oxidation of the drug lidocaine 1 (2,2-diethylamino-2',6'-dimethylacetanilide) by various metalloporphyrin systems mimicking cytochrome P450 was studied.Systems using H2O2 or PhIO as oxidants and several homogeneous or supported Fe(III)- or Mn(III)-po