1415686-20-2Relevant academic research and scientific papers
Preparation and Reactions of Indoleninyl Halides: Scaffolds for the Synthesis of Spirocyclic Indole Derivatives
Liddon, John T. R.,Clarke, Aimee K.,Taylor, Richard J. K.,Unsworth, William P.
, p. 6328 - 6331 (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.
Total synthesis of nostodione A, a cyanobacterial metabolite
Ekebergh, Andreas,B?rje, Anna,M?rtensson, Jerker
supporting information, p. 6274 - 6277 (2013/02/25)
The first total synthesis of the mitotic spindle poison nostodione A is described. The inherent oxidative sensitivity of indoles is utilized for a late introduction of a second carbonyl to the cyclopent[b]indole-2-one system. The tricyclic system is prepared from indole-3-acetic acid and O-silylated 4-ethynylphenol, using a stereoselective intramolecular reductive Heck cyclization as the key transformation.
