2009
DOI: 10.1007/s10562-009-0223-5
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Synthesis of (E)-nitroalkenes Catalysed by Ethanolamine Supported on Silica

Abstract: A simple method for preparing (E)-nitroalkenes based on a Henry reaction in the presence of a heterogenized homogeneous catalyst consisting of silica-supported ethanolamine is proposed. With 4-substituted benzaldehydes, the reaction gives the corresponding (E)-nitrostyrenes in high yields and a short time. Heterocyclic carboxaldehydes also give good results, but the presence of an N or S atom in the ring has a slightly adverse effect on the reaction. The synthetic process is quite novel and interesting. The ca… Show more

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Cited by 10 publications
(8 citation statements)
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References 25 publications
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“…Ruiz and co‐workers opted for the use of a hydrotalcite‐supported palladium(II) catalyst for a single example of Suzuki cross‐coupling reaction involving bromobenzene and phenylboronic acid. Only a 52% conversion was obtained 93. Hydrotalcite (HT) is an unusual class of ionic layered solid with positively charged layers with two metallic cations (Mg 2+ and Al 3+ ) that are countered by carbonate anions in the interlayer spacing.…”
Section: Suzuki–miyaura Reactionmentioning
confidence: 99%
“…Ruiz and co‐workers opted for the use of a hydrotalcite‐supported palladium(II) catalyst for a single example of Suzuki cross‐coupling reaction involving bromobenzene and phenylboronic acid. Only a 52% conversion was obtained 93. Hydrotalcite (HT) is an unusual class of ionic layered solid with positively charged layers with two metallic cations (Mg 2+ and Al 3+ ) that are countered by carbonate anions in the interlayer spacing.…”
Section: Suzuki–miyaura Reactionmentioning
confidence: 99%
“…Furthermore, the potential contamination of the products caused by metal leaching particularly from homogeneous catalysts is unacceptable for pharmaceuticals production . One of the most promising ways to circumvent these difficulties is immobilization of these chiral catalysts using various strategies . Many approaches developed so far for the immobilization of homogeneous catalysts are often flawed by reduced enantioselectivity, diminished catalytic activity, and poor reproducibility in the catalysis and/or tedious catalyst synthesis in comparison with their homogeneous counterparts.…”
mentioning
confidence: 99%
“…The corresponding benzaldehydes 8a-8c reacted with nitromethane 9 through a Knoevenagel condensation catalyzed by a ethanolamine supported on silica gel (ETAM/SiO 2 ) at 90 °C to furnish the styrene derivatives. 24 Figure 1. CA-4 (1) and some synthetic and natural derivatives (2-7) containing the pharmacophoric moieties related with its cytotoxic activity.…”
Section: Resultsmentioning
confidence: 99%