EnT-Mediated Imino-Sulfonylation of Methylenecyclopropanes Using Bifunctional N -Sulfonyl Imines: Access to β-Amino Sulfone Derivatives

Abstract Herein, we present a visible light-driven difunctionalization strategy for the efficient synthesis of β-amino sulfone derivatives from methylenecyclopropanes and N-sulfonyl imines under mild conditions. The process involves an energy transfer (EnT)-mediated pathway, wherein homolytic N–S bond cleavage generates persistent imine radicals and transient sulfonyl radicals that serve as key intermediates for sequential radical addition to methylenecyclopropanes. This method features a broad substrate scope and high functional-group tolerance and delivers β-amino sulfone derivatives in good yields.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-09-07
DOI
https://doi.org/10.1021/acs.joc.6c01051
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

EnT-Mediated Imino-Sulfonylation of Methylenecyclopropanes Using Bifunctional N -Sulfonyl Imines: Access to β-Amino Sulfone Derivatives

Utpal Das, Darshana Patil
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

EnT-Mediated Imino-Sulfonylation of Methylenecyclopropanes Using Bifunctional N -Sulfonyl Imines: Access to β-Amino Sulfone Derivatives

Utpal Das, Darshana Patil
article en

Abstract

Abstract Herein, we present a visible light-driven difunctionalization strategy for the efficient synthesis of β-amino sulfone derivatives from methylenecyclopropanes and N-sulfonyl imines under mild conditions. The process involves an energy transfer (EnT)-mediated pathway, wherein homolytic N–S bond cleavage generates persistent imine radicals and transient sulfonyl radicals that serve as key intermediates for sequential radical addition to methylenecyclopropanes. This method features a broad substrate scope and high functional-group tolerance and delivers β-amino sulfone derivatives in good yields.

The Journal of Organic Chemistry
National Chemical Laboratory (IN), Academy of Scientific and Innovative Research (IN)
University Grants Commission, Science and Engineering Research Board
Affordable and clean energy
Openalex Percentile: Top 20%
Radical Photochemical Reactions
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