27866-53-1Relevant academic research and scientific papers
4-hydroxyindole preparation method suitable for industrial production
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, (2019/11/19)
The invention relates to the technical field of organic synthesis, in particular to a preparation method of a medical intermediate 4-hydroxyindole. The method includes: taking 1, 5, 6, 7-tetrahydro-4H-indole-4-one as the raw material, carrying out nucleophilic substitution reaction under the action of alkali to obtain an amino protection product (I), reacting the compound (I) with a halogenation reagent to obtain alpha-halogenated ketone (II), subjecting the compound (II) to elimination reaction under the action of alkali to remove HX so as to obtain a 4-hydroxyindole derivative (III), and finally conducting hydrolysis deprotection on the compound (III) to obtain 4-hydroxyindole (IV). The invention provides a simple industrial production route for 4-hydroxyindole, and the method has the advantages of simple reaction operation, avoidance of high temperature, high pressure and catalytic reaction, and low cost.
Synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoester
Rosenberg, Marianne Lenes,Aasheim, Jens H. F.,Trebbin, Martin,Uggerud, Einar,Hansen, Tore
supporting information; experimental part, p. 6506 - 6508 (2011/02/27)
Pd(OAc)2-catalyzed decomposition of ethyl 2-diazo-4-(4-indolyl)-3- oxobutanoate leads to a tricyclic tetrahydrobenzindole compound formed by a formal C-H insertion reaction. This tricyclic indole rearranges to a novel and thermodynamically more stable nap
Selective halogenation of 4-oxo-4,5,6,7-tetrahydroindoles to 5-halo-4-oxo-4,5,6,7-tetrahydroindoles with copper(II) halides
Matsumoto, Masakatsu,Ishida, Yasuko,Watanabe, Nobuko
, p. 165 - 170 (2007/10/02)
Halogenation of 4-oxo-4,5,6,7-tetrahydroindoles with copper(II) bromide or copper(II) chloride gave selectively 5-halo-4-oxo-4,5,6,7-tetrahydroindoles, which were easily transformed to 4-hydroxyindoles by the action of lithium halide/lithium carbonate in
