ChemInform Abstract: Preparation of Alkyl-Substituted Indoles in the Benzene Position. Part 4.
Abstract
Photooxygenation of the 1-phenylsulfonylpyrrole (I) and subsequent reaction with 1-trimethylsiloxycyclopentene (II) yield the (phenylsulfonylpyrrolyl)cyclopentanone (III) which is converted into the N-phenylsulfonylindoles (VII) or (XII) via the dimethyl acetal (V) or the unsaturated aldehydes (XI).
ChemInform Abstract
Photooxygenation of the 1-phenylsulfonylpyrrole (I) and subsequent reaction with 1-trimethylsiloxycyclopentene (II) yield the (phenylsulfonylpyrrolyl)cyclopentanone (III) which is converted into the N-phenylsulfonylindoles (VII) or (XII) via the dimethyl acetal (V) or the unsaturated aldehydes (XI). Deprotection of the sulfonamide (VII) is achieved by treatment with magnesium in methanol, forming the phenyltetrahydrocyclopent(g)indole (VIII). Further indoles are prepared analogously.
