Publication detail

Novel synthesis of 3-(amino(aryl)methylidene)-1,3-dihydro-2H-indol-2-ones with primary, secondary and tertiary amino group

Authors: Hanusek Jiří | Kolman Lukáš | Marek Lukáš

Year: 2019

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Novel synthesis of 3-(amino(aryl)methylidene)-1,3-dihydro-2H-indol-2-ones with primary, secondary and tertiary amino group	In our lab we developed new synthetic method starting from easily available 5- or 6-substituted 3-bromo oxindoles and primary, secondary or even tertiary substituted thiobenzamides. These components react in polar aprotic solvent (e.g. DMF) to give desired 3-[arylamino(aryl)-methylidene]-1,3-dihydro-2H-indol-2-one in very good to excellent yield (60-90%) via Eschenmoser coupling reaction [6]. While for the synthesis of products containing primary or secondary amino group no thiophile is needed, in the case of compounds with tertiary amino group trimethyl-phosphite have to be added into the reaction mixture. All prepared products occurs in (Z)-configuration of the double bond.	substituted 3-bromo oxindoles; Eschenmoser coupling; 1,3-dihydro-2H-indol-2-ones

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