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Catalyst and mediator-free photo-electrochemical organic reactions: Harnessing aryl diazoesters for the generation of useful heterocycles via carbene anion radical

Implementing Organization

Principal Investigator
Dr. subhabrata sen
shiv Nadar Institution Of Eminence, Greater Noida, Uttar Pradesh

Project Overview

Photochemical and electrochemical organic synthesis are essential for sustainable organic reactions. This study aims to design photo electrochemical reactions under a catalyst and electrolyte-free environment to generate carbene anion radical (CAR) and use it to create useful heterocycles. The researchers conducted a reaction of aryl diazoesters with electricity and blue LED to generate carbene radical anions, which were then reacted with acetonitrile or propionitrile to generate diversely substituted oxazoles. The reaction is robust and can tolerate both moist and laboratory-grade solvents. The proposed approach includes designing a novel "Biphasic e-cell" experiment to generate carbene anion radical from diazo esters under electro photochemical conditions, utilizing the carbene anion radical in the synthesis of diversely substituted oxazoles, optimizing in situ multicomponent reactions using in situ cycloaddition between substituted oxazoles and appropriate dipolarophiles, and optimizing divergent pair electrolysis among aryl diazo acetates and suitable N-heterocycles for an environmentally sustainable NH-insertion reaction. The study aims to prove the formation of carbene anion under environmentally sustainable conditions and use them for the formation of various heterocycles. Acetonitrile, a toxic solvent, is used extensively in pharmaceutical, chemical, and agrochemical industries, and its effluent treatment costs are costly. The proposed strategy could reduce the economic burden for these industries and screen the synthesis of oxazoles, fused maleimides, and NH-inserted heterocycles for their biological and agrochemical activities.

Source

Source
Anusandhan National Research Foundation/science and Engineering Research Board (sERB), DsT 2023-24
Funding Organization
Quick Information
Area of Research
Chemical Sciences
Start Date
2024
End Date
2027
Status
ongoing
Contact
subhabrata.sen@snu.edu.in
Output
No. of Research Paper
00
Technologies (If Any)
00
No. of PhD Produced
00
Publications
00
No. of Patents
Filed : 00
Grant : 00
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