1613740-01-4Relevant academic research and scientific papers
Photoredox-Catalyzed Tandem Demethylation of N,N-Dimethyl Anilines Followed by Amidation with α-Keto or Alkynyl Carboxylic Acids
Das, Pritha,Begam, Hasina Mamataj,Bhunia, Samir Kumar,Jana, Ranjan
, p. 4048 - 4054 (2019)
We report herein, a biomimetic approach for highly selective monodemethylation of N,N-dimethyl anilines to generate secondary amines and subsequent coupling with α-ketocarboxylic acids or alkynyl carboxylic acids to form α-ketoamides or alkynamides respectively under visible light photoredox catalyst in a single operation. From the deuterium-labeling experiment, it was probed that demethylation is the slowest step in this tandem process. Whereas, control experiments and spectroscopic studies revealed that photoredox catalyst is also involved in the subsequent amidation step. The reaction proceeds smoothly at room temperature providing moderate to excellent yield of the coupling products. The amides have also been converted to a series of biologically active spiro compounds. (Figure presented.).
Rh(I)-catalyzed intermolecular hydroacylation: Enantioselective cross-coupling of aldehydes and ketoamides
Kou, Kevin G. M.,Le, Diane N.,Dong, Vy M.
, p. 9471 - 9476 (2014/07/21)
Under Rh(I) catalysis, α-ketoamides undergo intermolecular hydroacylation with aliphatic aldehydes. A newly designed Josiphos ligand enables access to α-acyloxyamides with high atom-economy and enantioselectivity. On the basis of mechanistic and kinetic s
