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Purple light-induced Ritter-type reaction of diazophosphonates: access to α-amido-β-keto phosphonates. | LitMetric

AI Article Synopsis

  • This study presents a Ritter-type reaction utilizing diazophosphonates to create α-amido-β-keto phosphonates using only purple light and no photocatalyst.
  • The process involves generating a carbene, which then forms a C-N bond with a nitrile, demonstrating the efficiency of purple LED irradiation in this transformation.
  • The research includes a comprehensive examination of the reaction mechanism and provides a detailed collection of the synthesized α-amido-β-keto phosphonates for reference in the synthetic community.

Article Abstract

A Ritter-type reaction of diazophosphonates to synthesize α-amido-β-keto phosphonates has been reported in this study under purple light in the absence of a photocatalyst. This protocol shows that the synthesis of the amide functionality involves generation of a carbene, followed by C-N bond formation with a nitrile. The purple LED irradiation alone is sufficient for the efficient transformation to afford synthetic routes to various amide moieties. A rationalization of the reaction mechanism was well supported by control experiments. A library of α-amido-β-keto phosphonates has been well documented for the synthetic community.

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Source
http://dx.doi.org/10.1039/d4ob01212gDOI Listing

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