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Published on: July 17, 2020
A Visible Light Photoredox Approach for Synthesizing Sulfone-Functionalized Cyclopropenes
Sourabh Biswas1, Manasi Mallick1, Gouri Nanda K S1
1Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal 741246, India.
Abstract:
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.
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