A Visible Light Photoredox Approach for Synthesizing Sulfone-Functionalized Cyclopropenes
We have developed a tandem method essential for synthesizing sulfone-containing organic molecules, which has wide-ranging applications in agrochemicals, medicinal chemistry, and polymer science. This method involves a two-step process: an iodo-sulfonylated intermediate is formed initially, followed by elimination to regenerate the double bond, ultimately yielding sulfone-containing cyclopropenes. Control studies have confirmed the intermediacy of iodo-sulfonylated cyclopropane within the reaction sequence. Additionally, this protocol demonstrated an excellent tolerance for various functional groups. Moreover, the resulting sulfonylated-cyclopropenes are promising synthons for late-stage modification and molecular diversification.
Authors
- Palasetty Chandu (ORCID: https://orcid.org/0000-0001-5776-5651)
- Sourabh Biswas (ORCID: https://orcid.org/0000-0001-6187-8106)
- Devarajulu Sureshkumar (ORCID: https://orcid.org/0000-0002-6985-3496)
- Manasi Mallick
Institutions
- Indian Institute of Science Education and Research Kolkata (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-25
- DOI
- https://doi.org/10.1021/acs.orglett.4c03278
- Citations
- 4
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 1.00
Funders
- University Grants Committee
- Indian Institute of Science Education and Research Kolkata
- Science and Engineering Research Board