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Harnessing Anthranil as a Nitrene Precursor for Intramolecular C-H Amination: A Modular Approach for the Synthesis of Nitrogen Heterocycles

Implementing Organization

Principal Investigator
Dr. Amit Balkrishna Pawar
Indian Institute Of Technology (IIT) Mandi, Himachal Pradesh

Project Overview

Nitrene is one of the important reactive intermediates in organic synthesis. Moreover, intramolecular nitrene insertion has been an instrumental strategy for accessing a diverse range of biologically active heterocyclic scaffolds such as indoles, carbazoles, pyrroles, etc. The recent development in the area of intramolecular nitrene insertion led to the discovery of various organic molecules which can serve as a nitrene precursor. It includes iminoiodinanes, azides, N-tosyloxycarbamates, and dioxazolones. However, the utilization of anthranil as a nitrene precursor for intramolecular C-H amination is very rare in the literature. This project aims to develop a modular strategy for utilizing anthranil as a nitrene precursor for synthesizing various biologically important N-heterocyles such as carbazoles, indoles, phenoxazines, dihydrophenazines, phenothiazines, indolines, and 1,3-azoles via intramolecular C-H amination utilizing first-row transition metal catalysts such as Cobalt and Iron due to its cost-effectiveness. The intramolecular C-H amination reactions will be attempted at sp² C-H as well as chemically inert sp³ C-H bonds. As a proof of concept, we have incorporated our initial results pertaining to this project under the section "work plan."

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
amitpawar@iitmandi.ac.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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