Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst
Publication type: Journal Article
Publication date: 2015-05-29
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
26053131
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A one-pot two-step reaction (Knoevenagel condensation - reduction of the double bond) has been developed using calcium hydride as a reductant in the presence of a supported noble metal catalyst. The reaction between carbonyl compounds and active methylene compounds such as methylcyanoacetate, 1,3-dimethylbarbituric acid, dimedone and the more challenging dimethylmalonate, affords the corresponding monoalkylated products in moderate to good yields (up to 83%) with minimal reduction of the starting carbonyl compounds.
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13
Total citations:
13
Citations from 2025:
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GOST
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Guyon C. et al. Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst // Organic and Biomolecular Chemistry. 2015. Vol. 13. No. 25. pp. 7067-7075.
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Guyon C., DUCLOS M., Sutter M., Metay E., Lemaire M. Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst // Organic and Biomolecular Chemistry. 2015. Vol. 13. No. 25. pp. 7067-7075.
Cite this
RIS
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TY - JOUR
DO - 10.1039/c5ob00849b
UR - https://doi.org/10.1039/c5ob00849b
TI - Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst
T2 - Organic and Biomolecular Chemistry
AU - Guyon, Carole
AU - DUCLOS, Marie-Christine
AU - Sutter, Marc
AU - Metay, Estelle
AU - Lemaire, Marc
PY - 2015
DA - 2015/05/29
PB - Royal Society of Chemistry (RSC)
SP - 7067-7075
IS - 25
VL - 13
PMID - 26053131
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
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@article{2015_Guyon,
author = {Carole Guyon and Marie-Christine DUCLOS and Marc Sutter and Estelle Metay and Marc Lemaire},
title = {Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst},
journal = {Organic and Biomolecular Chemistry},
year = {2015},
volume = {13},
publisher = {Royal Society of Chemistry (RSC)},
month = {may},
url = {https://doi.org/10.1039/c5ob00849b},
number = {25},
pages = {7067--7075},
doi = {10.1039/c5ob00849b}
}
Cite this
MLA
Copy
Guyon, Carole, et al. “Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst.” Organic and Biomolecular Chemistry, vol. 13, no. 25, May. 2015, pp. 7067-7075. https://doi.org/10.1039/c5ob00849b.