Photocatalytic Alkylation of C(sp 3 )−H Bonds Using Sulfonylhydrazones**

  • Pulcinella A
  • Bonciolini S
  • Lukas F
  • et al.
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Abstract

The ability to construct C(sp 3 )−C(sp 3 ) bonds from easily accessible reagents is a crucial, yet challenging endeavor for synthetic organic chemists. Herein, we report the realization of such a cross‐coupling reaction, which combines N‐ sulfonyl hydrazones and C(sp 3 )−H donors through a diarylketone‐enabled photocatalytic hydrogen atom transfer and a subsequent fragmentation of the obtained alkylated hydrazide. This mild and metal‐free protocol was employed to prepare a wide array of alkyl‐alkyl cross‐coupled products and is tolerant of a variety of functional groups. The application of this chemistry further provides a preparatively useful route to various medicinally‐relevant compounds, such as homobenzylic ethers, aryl ethyl amines, β‐amino acids and other moieties which are commonly encountered in approved pharmaceuticals, agrochemicals and natural products.

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Pulcinella, A., Bonciolini, S., Lukas, F., Sorato, A., & Noël, T. (2023). Photocatalytic Alkylation of C(sp 3 )−H Bonds Using Sulfonylhydrazones**. Angewandte Chemie, 135(3). https://doi.org/10.1002/ange.202215374

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