title: Scaffold-divergent synthesis of ring-fused indoles, quinolines, and quinolones via iodonium-induced reaction cascades.
abstract: N-(2-Iodophenyl)imines A are readily formed from Schiff's base condensation of 2-iodoanilines with carbonyls and ketals. These imines provide useful substrates in scaffold-divergent synthesis through the attachment of an alkyne (Songashira coupling or acyl substitution of a Weinreb amide) followed by an iodonium-induced reaction cascade to give ring-fused indoles B, quinolines C, or quinolones D depending on the reaction conditions employed.
authors: Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, 381 Royal Parade, Parkville, Victoria 3052, Australia.
authors: Rosliana
authors: R
authors: Halim
authors: Luigi
authors: L
authors: Aurelio
authors: Peter J
authors: PJ
authors: Scammells
authors: Bernard L
authors: BL
authors: Flynn
mesh_terms: D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006847:Hydrocarbons, Iodinated; D007097:Imines; D007211:Indoles; D011804:Quinolines