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Issue 8, 2016
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Visible light amination/Smiles cascade: access to phthalazine derivatives

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Abstract

We report the synthesis of various phthalazines via a new cascade reaction, initiated by visible light photocatalysis, involving a radical hydroamination reaction followed by a radical Smiles rearrangement. Phthalazine derivatives are obtained in high yields and from a broad scope readily accessible ortho-alkynylsulfonohydrazone precursors. The mild photoredox conditions ensure an excellent functional group tolerance. Application of this strategy to a one-pot protocol starting from the corresponding carbonyl compounds, and subsequent functionalization allow the rapid synthesis of structurally diverse structures.

Graphical abstract: Visible light amination/Smiles cascade: access to phthalazine derivatives

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Publication details

The article was received on 09 Mar 2016, accepted on 06 May 2016 and first published on 06 May 2016


Article type: Edge Article
DOI: 10.1039/C6SC01095D
Citation: Chem. Sci., 2016,7, 5002-5006
  • Open access: Creative Commons BY-NC license
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    Visible light amination/Smiles cascade: access to phthalazine derivatives

    E. Brachet, L. Marzo, M. Selkti, B. König and P. Belmont, Chem. Sci., 2016, 7, 5002
    DOI: 10.1039/C6SC01095D

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