Preparation and Reactions of Indoleninyl Halides: Scaffolds for the Synthesis of Spirocyclic Indole Derivatives.
John T R LiddonAimee K ClarkeRichard J K TaylorWilliam P UnsworthPublished in: Organic letters (2016)
The dearomatization of 2-haloindole precursors allows access to indoleninyl halides, a hitherto underexploited functional handle with broad synthetic utility. Indoleninyl iodides have been shown to react via three distinct modes: hydrolysis, nucleophilic substitution, and cross-coupling. This allows a broad array of functionalized spirocyclic indole derivatives to be generated from a common starting material. They are also useful precursors to functionalized quinolines following migratory rearrangement and subsequent derivatization reactions.
Keyphrases
- molecularly imprinted
- quantum dots
- solid phase extraction
- structure activity relationship
- ms ms
- liquid chromatography tandem mass spectrometry
- high performance liquid chromatography
- high resolution
- gas chromatography mass spectrometry
- high throughput
- simultaneous determination
- liquid chromatography
- tissue engineering
- tandem mass spectrometry
- mass spectrometry