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Published on: September 22, 2015
Visible-Light-Induced Secondary Benzylic Thiolation/Sulfonylation via Direct C(sp3)-H Functionalization for
Kumari Swati Sharma1, Nagender Thadem1, Ganesh Pandey1
1Department of Chemistry, Institution of Science, Banaras Hindu University, Varanasi, U.P. 221005, India.
This study introduces a new visible-light-driven method for creating carbon-sulfur bonds. It efficiently synthesizes benzylthioethers and benzylsulfones using readily available starting materials under mild conditions.
Area of Science:
- Organic Chemistry
- Sustainable Chemistry
Background:
- Benzylthioethers and benzylsulfones are crucial in organic and medicinal chemistry.
- Developing sustainable synthetic methods is a key goal in modern chemistry.
Purpose of the Study:
- To develop a novel photoredox-catalyzed method for forming benzylic C-S bonds.
- To achieve direct functionalization of benzylic C(sp3)-H bonds using visible light.
Main Methods:
- Utilized photoredox catalysis with visible light irradiation.
- Employed secondary benzylic substrates, sodium benzenethiolate, and sodium sulfinates.
Main Results:
- Successfully synthesized secondary thioether and sulfonylation derivatives.
- Demonstrated an efficient intermolecular approach for C-S bond formation.
- Achieved direct functionalization of benzylic C(sp3)-H bonds.
Conclusions:
- The developed protocol provides a practical and atom-economical route.
- This method enables the synthesis of diverse sulfur-containing compounds under mild conditions.
- Visible light serves as a sustainable energy source for this transformation.
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