Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines
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 i...
| Published in: | Organic Communications |
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| Main Author: | |
| Format: | Article |
| Language: | English |
| Published: |
ACG Publications
2019
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| Online Access: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85072658758&doi=10.25135%2facg.oc.62.19.07.1323&partnerID=40&md5=3c928e76eac195ed8cdaf1e63c53fead |
| Summary: | 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 were confirmed by spectroscopic methods and chemical transformation. © 2019 ACG Publications. |
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| ISSN: | 13076175 |
| DOI: | 10.25135/acg.oc.62.19.07.1323 |