Synthesis of 3,3-di(1-(2-phenylbenzyl)indole-3-yl)-5-bromoindoline-2-one

Dyah Ayu Titisari, Eko Santoso, Mardi Santoso*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

3,3-Di(indol-3-yl)indoline-2-one (1a) was firstly isolated from the culture of a bacterium of Vibrio sp., which was separated from marine sponge Hyrtios altum. This natural microbial product exhibited various bioactivities for examples antimicrobial, antifungal, anticonvulsant, anticancer, antidiabetic. Herewith we report synthesis of 3,3-di(1-(2-phenylbenzyl)indol-3-yl)-5-bromoindoline-2-one (3) as a new analogue of 3,3-di(indol-3-yl)indoline-2-one (1a). N-Alkylation of indole gave 1-(2-phenylbenzyl)indole (4), which on treatment with 5-bromoisatin under acidic condition afforded 3,3’-di(1-(2-phenylbenzyl)indol-3-yl)-5-bromoindoline-2-one (3). Structure of compound (3) was established by NMR and high-resolution mass spectroscopies.

Original languageEnglish
Pages (from-to)320-325
Number of pages6
JournalMoroccan Journal of Chemistry
Volume10
Issue number2
DOIs
Publication statusPublished - 2022

Keywords

  • 3,3-di(indol-3-yl)indoline-2-one
  • Synthesis
  • analogue

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