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 |
|---|---|
| Main Author: | |
| Format: | Article |
| Language: | English |
| Published: |
ACG Publications
2019
|
| 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 |
| id |
2-s2.0-85072658758 |
|---|---|
| spelling |
2-s2.0-85072658758 Rashid F.N.A.A.; Mohammat M.F.; Shaameri Z.; Hamzah A.S. Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines 2019 Organic Communications 12 3 10.25135/acg.oc.62.19.07.1323 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 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. ACG Publications 13076175 English Article All Open Access; Gold Open Access |
| author |
Rashid F.N.A.A.; Mohammat M.F.; Shaameri Z.; Hamzah A.S. |
| spellingShingle |
Rashid F.N.A.A.; Mohammat M.F.; Shaameri Z.; Hamzah A.S. Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| author_facet |
Rashid F.N.A.A.; Mohammat M.F.; Shaameri Z.; Hamzah A.S. |
| author_sort |
Rashid F.N.A.A.; Mohammat M.F.; Shaameri Z.; Hamzah A.S. |
| title |
Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| title_short |
Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| title_full |
Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| title_fullStr |
Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| title_full_unstemmed |
Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| title_sort |
Synthesis of novel 3,4-fused pyrazolidinone γ-lactam bicyclic moieties from 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidines |
| publishDate |
2019 |
| container_title |
Organic Communications |
| container_volume |
12 |
| container_issue |
3 |
| doi_str_mv |
10.25135/acg.oc.62.19.07.1323 |
| url |
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 |
| description |
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. |
| publisher |
ACG Publications |
| issn |
13076175 |
| language |
English |
| format |
Article |
| accesstype |
All Open Access; Gold Open Access |
| record_format |
scopus |
| collection |
Scopus |
| _version_ |
1809677905709498368 |