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

1 Citation (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

Fingerprint

Dive into the research topics of 'Synthesis of 2-(2-nitrophenyl)indoline-3-acetic acid derivatives via base-catalyzed cyclization of N-(2-nitrobenzyl)-2-aminocinnamic acid derivatives'. Together they form a unique fingerprint.

Cite this