98911-34-3Relevant academic research and scientific papers
Aerobic Oxidation Approaches to Indole-3-carboxylates: A Tandem Cross Coupling of Amines-Intramolecular Mannich-Oxidation Sequence
Kim, Kyeongha,Kim, Hun Young,Oh, Kyungsoo
supporting information, p. 6731 - 6735 (2019/09/07)
A tandem aerobic oxidation protocol has been developed for the facile synthesis of indole-3-carboxylates. Two readily available starting materials, anilines and benzylamines, were efficiently cross-coupled under the o-naphthoquinone-catalyzed aerobic oxid
Synthesis of a Spirocyclic Indoline Lactone
Hodges, John C.,Wang, Wei,Riley, Frank
, p. 2504 - 2508 (2007/10/03)
Base-promoted cyclization of tert-butyl [2-(benzylideneamino)phenyl] acetate (13a) and subsequent C3-alkylation with allyl bromide affords 3-allyl-2-phenyl-2,3-dihydro-1H-indole-3-carboxylic acid, tert-butyl ester (15b) in high yield as a single diastereomer. This result is contrary to prior publications that describe failed cyclization of an analogous ethyl ester (ethyl [2-(4-methoxybenzylideneamino)phenyl] acetate) under strongly basic conditions. N-Acylation, olefin dihydroxylation, and tert-butyl ester cleavage affords the spirocyclic lactone 18 as a pair of diastereomers. Isolation and characterization of individual diastereomers 18a and 18b are described.
