25235-85-2Relevant articles and documents
Well-Defined NNS-Mn Complex Catalyzed Selective Synthesis of C-3 Alkylated Indoles and Bisindolylmethanes Using Alcohols
Dutta, Bishal,Mondal, Avijit,Pal, Debjyoti,Sharma, Rahul,Srimani, Dipankar
supporting information, p. 3989 - 4000 (2022/03/27)
Herein, we demonstrated Mn-catalyzed selective C-3 functionalization of indoles with alcohols. The developed catalyst can also furnish bis(indolyl)methanes from the same set of substrates under slightly modified reaction conditions. Mechanistic studies reveal that the C-3 functionalization of indoles is going via a borrowing hydrogen pathway. To highlight the practical utility, a diverse range of substrates including nine structurally important drug molecules are synthesized. Furthermore, we also introduced a one-pot cascade strategy for synthesizing C-3 functionalized indoles directly from 2-aminophenyl ethanol and alcohol.
Monoamine Oxidase (MAO-N) Biocatalyzed Synthesis of Indoles from Indolines Prepared via Photocatalytic Cyclization/Arylative Dearomatization
Black, Gary W.,Brancale, Andrea,Castagnolo, Daniele,Colonna, Serena,Ferla, Salvatore,Masci, Domiziana,Turner, Nicholas J.,Varricchio, Carmine,Zhao, Fei
, p. 6414 - 6421 (2020/07/09)
The biocatalytic aromatization of indolines into indole derivatives exploiting monoamine oxidase (MAO-N) enzymes is presented. Indoline substrates were prepared via photocatalytic cyclization of arylaniline precursors or via arylative dearomatization of unsubstituted indoles and in turn chemoselectively aromatized by the MAO-N D11 whole cell biocatalyst. Computational docking studies of the indoline substrates in the MAO-N D11 catalytic site allowed for the rationalization of the biocatalytic mechanism and experimental results of the biotransformation. This methodology represents an efficient example of biocatalytic synthesis of indole derivatives and offers a facile approach to access these aromatic heterocycles under mild reaction conditions.
A 4 - chloro indole - 3 - acetic acid
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, (2018/04/20)
The invention discloses a 4-chloroindole-3-acetic acid preparing method. The method specifically comprises the steps of 1, conducting condensation reaction of a compound i and DMFDMA at the temperature of 80-120 DEG C in anhydrous DMF solvent, so that a compound ii is generated; 2, dissolving the compound ii in solvent formed by mixing THF with alcohol, adding Raney nickel and adding hydrazine hydrate dropwise for reaction at the temperature of 15-30 DEG C in an inert atmosphere, and obtaining a compound iii after reaction ends completely; 3, dissolving the compound iii in solvent, adding inorganic strong base and a phase transfer catalyst, adding a compound iv dropwise at the temperature of 20-35 DEG C for substitution reaction, conducting heating for backflow after the compound iv is added, and obtaining a compound v after reaction ends completely; 4, hydrolyzing the compound v to obtain the target product 4-chloroindole-3-acetic acid. According to the preparing method, no highly-toxic product is adopted as raw materials, and the whole reaction process is safe.