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An unprecedented synthesis of some novel 3,4-fused pyrazolidinone-γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(subtituted)pyrrolidines

Original Article

JOURNAL 1323

Organic Communications
VOLUME & ISSUE
Year: 2019 Issue: 3 July-September
PAGES
p.121 - 131
DOI ADDRESS
http://doi.org/10.25135/acg.oc.62.19.07.1323
STATISTICS
Viewed 1881 times.
AUTHORS
  • Fatin Nur Ain Abdul Rashid
  • Mohd Fazli Mohammat
  • Zurina Shaameri
  • Ahmad Sazali Hamzah
PDF OF ARTICLE

GRAPHICAL ABSTRACT

ABSTRACT

A new pathway for the synthesis of novel 3,4-fused pyrazolidinone-γ-lactam (4) starting from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines (1) was developed. The key synthetic strategy involved hydrazonation of the precursor 1 followed by subsequent reduction reaction of the enamino ester 2 and intramolecular cyclization reaction to furnish the unprecedented 3,4-fused pyrazolidinone-γ- lactam (4) in reasonable yield. The structures of all synthesized compounds were confirmed by spectroscopic methods and chemical transformation.

 KEYWORDS
  • Pyrazolidinone-γ-lactam
  • Pyrazolidinone
  • Pyrrolidinone
  • Bicyclic γ-lactam

SUPPORTING INFORMATION

Supporting Information
Download File 62-OC-1907-1323-SI.pdf (2.13 MB)