Work

Thermal vs. Visible‐Light Photoredox‐Catalyzed Cascade Radical Cyclization Involving SO 2 Fixation to Access 6‐Alkylsulfonylmethyl Phenanthridines

Year: 2024

Type: article

Abstract: Convenient access to 6‐alkylsulfonylmethyl phenanthridines has been demonstrated both under non‐catalytic thermal and visible‐light photoredox‐catalyzed conditions. A cascade of radical cyclization is triggered by the exposure of biphenyl vinyl azides to the in‐situ generated alkyl sulfonyl radicals from 4‐substituted Hanztsch esters in the presence of an SO 2 surrogate. Transition metal‐free, mild reaction conditions, and broad substrate scope constitute some of the highlights of the approach. Also, the synthetic utility of the accessed 6‐alkylsulfonylmethyl phenanthridines has been demonstrated.

Source: Asian Journal of Organic Chemistry

DOI: 10.1002/ajoc.202400022

Authors: Tonish Kumar Sahu, Abhaykumar Vishwakarma, Vidyanshu Kumar, Rahimuddin Khan, Tabrez Khan

Institution: Indian Institute of Technology Bhubaneswar

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Department of Science and Technology, Ministry of Science and Technology, India, Council of Scientific and Industrial Research, India, Ministry of Education, India, Science and Engineering Research Board

Award: G7413069287