Journal
CHEMICAL SCIENCE
Volume 7, Issue 8, Pages 5002-5006Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc01095d
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Funding
- Universite Paris Descartes
- Faculte de Pharmacie de Paris
- German Science Foundation [GRK 1626]
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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 orthoalkynylsulfonohydrazone 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.
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