57330-45-7Relevant academic research and scientific papers
Tandem Wittig – Reductive annulation decarboxylation approach for the synthesis of indole and 2-substituted indoles
Volvoikar, Prajesh S.,Tilve
supporting information, p. 1851 - 1854 (2018/04/14)
A simple tandem Wittig reaction-reductive decarboxylation route is established for the synthesis of indoles from commercially available o-nitrobenzaldehydes and a stable phosphorane. The method allows access to indoles in a very fast manner without involving any metal or expensive reagents or inert atmosphere. Also 2-substituted indoles are obtained which forms an important core of many biological active compounds.
A Bioinspired Synthesis of Polyfunctional Indoles
Huang, Zheng,Kwon, Ohhyeon,Huang, Haiyan,Fadli, Aziz,Marat, Xavier,Moreau, Magali,Lumb, Jean-Philip
, p. 11963 - 11967 (2018/09/11)
Polyfunctional indoles bearing substituents at C5 and C6 are prevalent in natural products, pharmaceuticals, agrochemicals, and materials. Owing to the remoteness of the C5 and C6 positions, indoles of this family can be difficult to prepare, and often require multistep syntheses. Herein, we describe a concise process that converts simple derivatives of tyrosine into 5,6-difunctionalized indoles by direct oxidation of C?H, N?H, and O?H bonds. Our work draws inspiration from the biosynthetic polymerization of tyrosine to make melanin pigments, but makes an important departure to provide well-defined indole heterocycles.
Synthesis and biological evaluation of isomeric methoxy substitutions on anti-cancer indolyl-pyridinyl-propenones: Effects on potency and mode of activity
Trabbic, Christopher J.,George, Sage M.,Alexander, Evan M.,Du, Shengnan,Offenbacher, Jennifer M.,Crissman, Emily J.,Overmeyer, Jean H.,Maltese, William A.,Erhardt, Paul W.
, p. 79 - 91 (2016/07/06)
Certain indolyl-pyridinyl-propenone analogues kill glioblastoma cells that have become resistant to conventional therapeutic drugs. Some of these analogues induce a novel form of non-apoptotic cell death called methuosis, while others primarily cause micr
FAAH INHIBITORS
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Page/Page column 129-130, (2012/07/13)
The present disclosure relates to compounds useful as inhibitors of the enzyme Fatty Acid Amide Hydrolase (FAAH). The disclosure also provides pharmaceutically acceptable compositions comprising the compounds of the disclosure and methods of using the com
Studies on the Chemical Reactivity of the Quinone Methide Derived from the Oxidative Cyclization of α-Methyl-3,4-dihydroxyphenylalanine Ethyl Ester
Cheng, Alice C.,Shulgin, Alexander T.,Castagnoli, Neal
, p. 5258 - 5262 (2007/10/02)
Air oxidation of the ethyl ester of (S)-α-methyl-3,4-dihydroxyphenylalanine generates the corresponding cyclic quinone methide which proved to be unreactive toward nucleophiles.Under a variety of reaction conditions the quinone methide rearranged to an indole, the structure of which was established by an independent synthesis to be ethyl 5,6-dihydroxy-2-methylindole-3-carboxylate.
