Working Paper
Authors
- Amanda Bunyamin University of Melbourne ,
- Anastasios Polyzos University of Melbourne & CSIRO Manufacturing ,
- Daniel Priebbenow
University of Melbourne & Monash University
Abstract
Visible light induced singlet nucleophilic carbene intermediates undergo rapid [2+1]-cycloaddition with tethered olefins to afford unique bicyclo[3.1.0]hexane and bicyclo[4.1.0]heptane scaffolds. This cyclopropanation proceeds using only visible light irradiation, circumventing the use of exogenous (photo)catalysts or sensitisers and showcases an underexplored mode of reactivity for nucleophilic carbenes in chemical synthesis. The discovery of additional transformations including a cyclopropanation/retro-Michael/Michael cascade reaction to afford chromanone derivatives are also described.
Content
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Supplementary material

Graphical Abstract
Graphical Abstract
![Thumbnail image of Photochemical [2+1]-Cycloadditions of Nucleophilic Carbenes - Supporting Information.pdf](https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/619f03e75f114d9cab66126d/largeThumb/photochemical-2-1-cycloadditions-of-nucleophilic-carbenes-supporting-information.jpg)
Photochemical [2+1]-Cycloadditions of Nucleophilic Carbenes - Supporting Information
Photochemical [2+1]-Cycloadditions of Nucleophilic Carbenes - Supporting Information