Synthesis of 2-(2-nitrophenyl)indoline-3-acetic acid derivatives via base-catalyzed cyclization of N-(2-nitrobenzyl)-2-aminocinnamic acid derivatives

Ju Hyeon Park, Jinjae Park, Cheol Hong Cheon

    Research output: Contribution to journalArticlepeer-review

    2 Citations (Scopus)

    Abstract

    A protocol for the synthesis of 2-(2-nitrophenyl)indoline-3-acetic acid derivatives was developed via base-catalyzed cyclization of N-(2-nitrobenzyl)-2-aminocinnamic acid derivatives. The synthetic utility of this methodology was illustrated by the concise synthesis of dihydropaullone, a partially saturated analog of paullone. Furthermore, the indoline scaffold could be further converted to the corresponding indoles and other indole-fused heterocycles.

    Original languageEnglish
    Pages (from-to)1647-1652
    Number of pages6
    JournalOrganic and Biomolecular Chemistry
    Volume21
    Issue number8
    DOIs
    Publication statusPublished - 2023 Jan 27

    Bibliographical note

    Funding Information:
    This work was supported by National Research Foundation of Korea (NRF) grants funded by the Korean Government (NRF-2021R1A2C1012984, NRF-2021R1A5A6002803 (Center for New Directions in Organic Synthesis)).

    Publisher Copyright:
    © 2023 The Royal Society of Chemistry.

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

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