Visible light amination/Smiles cascade: access to phthalazine derivatives

Brachet, Etienne and Marzo, Leyre and Selkti, Mohamed and Koenig, Burkhard and Belmont, Philippe (2016) Visible light amination/Smiles cascade: access to phthalazine derivatives. CHEMICAL SCIENCE, 7 (8). pp. 5002-5006. ISSN 2041-6520, 2041-6539

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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 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.

Item Type: Article
Uncontrolled Keywords: C-H AMINATION; PHOTOREDOX CATALYSIS; HYDRAZONYL RADICALS; ORGANIC-SYNTHESIS; ALKENES; HETEROCYCLES; TRANSITION; ALKYNES; HYDROAMINATION; REARRANGEMENT;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 18 Mar 2019 13:10
Last Modified: 18 Mar 2019 13:10
URI: https://pred.uni-regensburg.de/id/eprint/2666

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