Synthesis of Non-anomeric C-Glycosyl Pyrazolidinones Derivatives via Visible-Light Photoredox Catalysis
Renan Oliveira Gonçalves
1
,
Pedro H R Oliveira
1
,
Iva S De Jesus
1
,
Natalí P Debia
2
,
Diogo S Lüdtke
2
,
Marcio Paixao
1
Publication type: Journal Article
Publication date: 2023-06-14
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
37345471
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
C-Glycosyl compounds have gained considerable attention over the last few decades due to their high chemical stability and promising applications in drug discovery. Herein we disclose an operationally simple, metal-free, photocatalytic approach for the glycosylation of azomethine imines using 4-glycosyl-1,4-dihydropyridines (DHPs) as radical precursors. The protocol features mild reaction conditions, scalability, broad substrate scope, and good functional group tolerance. Moreover, the resulting pyrazolidinone moiety can be easily deprotected, acylated or reduced into a glycosyl β-alanine analog.
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13
Total citations:
13
Citations from 2025:
6
(46.15%)
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GOST
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Gonçalves R. O. et al. Synthesis of Non-anomeric C-Glycosyl Pyrazolidinones Derivatives via Visible-Light Photoredox Catalysis // Organic and Biomolecular Chemistry. 2023. Vol. 21. No. 27. pp. 5516-5520.
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Gonçalves R. O., Oliveira P. H. R., De Jesus I. S., Debia N. P., Lüdtke D. S., Paixao M. Synthesis of Non-anomeric C-Glycosyl Pyrazolidinones Derivatives via Visible-Light Photoredox Catalysis // Organic and Biomolecular Chemistry. 2023. Vol. 21. No. 27. pp. 5516-5520.
Cite this
RIS
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TY - JOUR
DO - 10.1039/d3ob00775h
UR - https://xlink.rsc.org/?DOI=D3OB00775H
TI - Synthesis of Non-anomeric C-Glycosyl Pyrazolidinones Derivatives via Visible-Light Photoredox Catalysis
T2 - Organic and Biomolecular Chemistry
AU - Gonçalves, Renan Oliveira
AU - Oliveira, Pedro H R
AU - De Jesus, Iva S
AU - Debia, Natalí P
AU - Lüdtke, Diogo S
AU - Paixao, Marcio
PY - 2023
DA - 2023/06/14
PB - Royal Society of Chemistry (RSC)
SP - 5516-5520
IS - 27
VL - 21
PMID - 37345471
SN - 1477-0520
SN - 1477-0539
ER -
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BibTex (up to 50 authors)
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@article{2023_Gonçalves,
author = {Renan Oliveira Gonçalves and Pedro H R Oliveira and Iva S De Jesus and Natalí P Debia and Diogo S Lüdtke and Marcio Paixao},
title = {Synthesis of Non-anomeric C-Glycosyl Pyrazolidinones Derivatives via Visible-Light Photoredox Catalysis},
journal = {Organic and Biomolecular Chemistry},
year = {2023},
volume = {21},
publisher = {Royal Society of Chemistry (RSC)},
month = {jun},
url = {https://xlink.rsc.org/?DOI=D3OB00775H},
number = {27},
pages = {5516--5520},
doi = {10.1039/d3ob00775h}
}
Cite this
MLA
Copy
Gonçalves, Renan Oliveira, et al. “Synthesis of Non-anomeric C-Glycosyl Pyrazolidinones Derivatives via Visible-Light Photoredox Catalysis.” Organic and Biomolecular Chemistry, vol. 21, no. 27, Jun. 2023, pp. 5516-5520. https://xlink.rsc.org/?DOI=D3OB00775H.