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Accessing Remote Alkylation through Transition-metal-catalyzed Carbene Insertion and C-C Bond Activation

Implementing Organization

Principal Investigator
Prof. Manmohan Kapur
Indian Institute Of Science Education And Research (IISER) Bhopal, Madhya Pradesh

Project Overview

The construction of C-C bonds at distal positions has seen a significant increase in recent years, primarily for late-stage functionalization of pharmaceutically and biologically important scaffolds. Step-economy and atom-efficiency are crucial for these transformations, and strategies such as template/linker-assistance, relay catalysis, and chain-walking have become highly efficient techniques. The generation of remote C-C bonds, leading to tertiary or quaternary centers, is essential for the synthesis of pharmaceutically relevant molecules. However, the existing protocols are limited in scope. To address these bottlenecks, novel methodologies are proposed to functionalize arenes/heteroarenes using dual strategies of metal-carbene insertion and C-C activation of strained small rings. Diazo compounds are used as suitable alkylating agents due to their ease of synthesis and economic viability. Strain cycloalkanols are used for remote functionalization of tethered 'ene' appendages, resulting in the functionalization of unsaturated bonds at distal positions and asymmetric functionalization, thereby generating tertiary or quaternary chiral centers in a site-selective fashion. These processes not only increase the economic viability of the methods but also increase their synthetic utility.

Source

Source
Science and Engineering Research Board (SERB), DST 2022-23
Funding Organization
Quick Information
Area of Research
Chemical Sciences
Start Date
2022
End Date
2025
Status
Completed
Contact
mk@iiserb.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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