129644-40-2Relevant academic research and scientific papers
Synthesis of benzo-fused heterocycles by intramolecular α-arylation of ketone enolate anions
Guastavino, Javier F.,Rossi, Roberto A.
experimental part, p. 460 - 472 (2012/03/11)
A two-step synthesis of six-, seven-, eight-, and nine-member benzo-fused heterocycles in good to excellent yields is reported. The synthetic strategy involves the generation of a new intramolecular α-aryl ketone bond by the photostimulated SRN1 reaction of ketone enolate anions linked to a pendant haloarene as the key step. On the other hand, an intramolecular C Ar-CAr coupling led to the formation of five- and six-member benzo-fused heterocycles (9H-carbazole and phenanthridine) when an aromatic amide anion is competitively formed.
