Electrocatalytic chain transformation of salicylaldehyde and CH acids into substituted 4H-chromenes

Abstract

Electrochemically initiated catalytic chain transformation of salicylaldehydes and CH acids containing the cyano group in an ethanolic solution in an undivided cell produced substituted 4H chromenes in 85-95% yields.

Electrocatalytic Fast and Efficient Multicomponent Approach to Medicinally Relevant (2‐Amino‐4H‐chromen‐4‐yl) phosphonate Scaffold

“…Taking into consideration the above results, the data on the mechanisms of electrocatalytic chain cyclizations of tetracyanocyclopropanes , and mechanisms of the electrocatalytic chain transformation of aldehydes and C–H acids , the following mechanism for the electrocatalytic chain transformation of salicylaldehydes 1 , malononitrile, and triethyl phosphite into (2‐amino‐4 H ‐chromen‐4‐yl)phosphonates 2 is proposed (Scheme ). As the initiation step of the catalytic cycle, the deprotonation of an alcohol at the cathode leads to the formation of alkoxide anion.…”

“…In the course of our study on the electrochemical transformation of organic compounds, we have found a new type of electrochemical transformation, namely the electrocatalytic chain transformation of organic compounds induced by a catalytic amount of an electrogenerated base in an undivided cell . Recently, we have successfully applied this electrocatalytic procedure, developed by us, to the synthesis of a number of medicinally relevant 4 H ‐chromene derivatives bearing nitrile functionality . These unique electrochemical procedures utilize a simple undivided cell and are valuable for large‐scale processes because of their catalytic nature and the use of a cheap and environmentally responsible chemical reagent—electricity.…”