title: Alternating iodonium-mediated reaction cascades giving indole- and quinoline-containing polycycles.
abstract: A simple two-step convergent protocol gives direct access to synthetic intermediate A from ortho-iodoanilines. Intermediate A can be treated with NIS in CH2Cl2 to induce novel iodonium mediated domino reaction cascade, which provides direct access to ring-fused indole compounds B. Simply by changing the reaction conditions, this protocol can be directed down an alternative domino reaction cascade to give various ring fused quinoline compounds C.
authors.affiliation: Medicinal Chemistry and Drug Action, Monash Institute of Pharmaceutical Sciences, Monash University, 381 Royal Parade, Parkville, VIC 3052, Australia.
authors.forename: Rosliana
authors.initials: R
authors.lastname: Halim
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Scammells
authors.forename: Bernard L
authors.initials: BL
authors.lastname: Flynn
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009861:Onium Compounds / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000814:Aniline Compounds; D007211:Indoles; D009861:Onium Compounds; D011083:Polycyclic Compounds; D011804:Quinolines