Work

Solid‐State Melt Rearrangement of Azidofluorenes for the Synthesis of Phenanthridine Derivatives

Year: 2024

Type: article

Abstract: Phenanthridines are prevalent core in several natural products and staining agents that could be assembled in various manners. However, to our knowledge, the skeletal editing of azides via solid‐state melt rearrangement (SSMR) without catalysts, bases, and additives to access phenanthridines is not reported in the literature. Herein, we report solvent‐free and catalyst‐free thermolytic SSMR of azidofluorenes to phenanthridine derivatives. This protocol successfully demonstrates 21 examples of phenanthridines by SSMR of symmetrical and unsymmetrical azidofluorenes in good to excellent yields. The green metrics of the developed protocol are in good accordance with ideal green chemistry metrics.

Source: Asian Journal of Organic Chemistry

DOI: 10.1002/ajoc.202400459

Authors: Akanksha M. Pandey, Shankhajit Mondal, Palvi Andotra, Boopathy Gnanaprakasam

Institution: Indian Institute of Science Education and Research Pune

Language: English

Topic: Chemical Reactions and Mechanisms

Subfield: Physical and Theoretical Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Council of Scientific and Industrial Research, India, Indian Institute of Science Education and Research Pune, Indian Institute of Science Education and Research Mohali

Awards: G5961299372, G7310571275