Priority CommunicationCopper catalyzed oxidative coupling of ortho-vinylanilines with N-tosylhydrazones: Efficient synthesis of polysubstituted quinoline derivatives☆

Add time:09/07/2019    Source:sciencedirect.com

Efficient and general copper catalyzed oxidative cyclization of ortho-vinylaniline has been accomplished employing N-tosylhydrazone as coupling partner. Various substituted quinoline derivatives of biological importance were achieved in good to excellent yield. The important features are the high functional group tolerates, up-gradation to gram scale synthesis and possible one-pot synthesis of quinoline from corresponding carboxaldehyde. Synthetic potential of the obtained quinoline derivatives was demonstrated through CH bond functionalization reaction. Furthermore, preliminary mechanistic investigation revealed the possible generation of non-stabilized diazo compound and imine derivative as potential intermediates as well as copper catalyzed electrocyclic reaction and oxidative aromatization.

We also recommend Trading Suppliers and Manufacturers of BENZALDEHYDE TOSYLHYDRAZONE (cas 1666-17-7). Pls Click Website Link as below: cas 1666-17-7 suppliers

Prev:Dietary Diphenyl diselenide (cas 1666-13-3) reduces the STZ-induced toxicity
Next:Transition metal and base free coupling of N-tosylhydrazones with 1,3-dicarbonyl compound)