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Synthesis 2014; 46(20): 2711-2726
DOI: 10.1055/s-0034-1379217
DOI: 10.1055/s-0034-1379217
feature article
Somophilic Isocyanide Insertion: Synthesis of 6-Arylated and 6-Trifluoromethylated Phenanthridines
Weitere Informationen
Publikationsverlauf
Received: 28. Juli 2014
Accepted after revision: 05. September 2014
Publikationsdatum:
30. September 2014 (online)
Abstract
A visible-light-promoted biaryl isocyanide insertion reaction has been developed to synthesize phenanthridine derivatives. The insertion proceeds via a radical process, and diaryliodonium salts and Umemoto’s reagent were used as radical sources. A variety of 6-arylated, as well as 6-trifluoromethylated, phenanthridine derivatives were obtained smoothly in good to excellent yields under mild conditions.
Key words
insertions - arylation - heterocycles - photoredox catalysis - trifluoromethylation - isocyanidesSupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084.
- Supporting Information
-
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For selected reviews on isocyanide insertions, see:
For selected examples of palladium-catalyzed isocyanide insertions, see:
For selected examples of somophilic isocyanide insertions, see:
For reviews on homolytic aromatic substitution, see:
For selected reviews on visible-light photoredox catalysis, see: