Towards the Development of Green Synthetic Methods Involving the Knoevenagel Condensation

Presentation Author(s) Information

Michael Collins, Georgia College and State University

Abstract

Pharmaceutically useful synthetic processes, such as the Knoevenagel condensation, demand higher efficiency and lower toxicity. Green reaction conditions have been developed to redesign the approach to synthesis involving hazardous reagents, such as pyridine. Overall reaction efficiency was shown to increase in the presence of 4-dimethylaminopyridine (DMAP). A catalytic amount of DMAP, with triethylamine as the solvent under reflux, in the presence of aldehydic substrates with malonic acid and beta-alanine produced carbon to carbon bond formation, and subsequently conjugated carboxylic acids. However, methods still require further modification to produce higher yields. Some aldehydic substrates exhibited lower reactivity and required longer reflux times.

Session Name:

Poster Presentation Session #2 - Poster #38

Start Date

10-4-2015 12:15 PM

End Date

10-4-2015 1:00 PM

Location

HSB 3rd Floor Student Commons

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Apr 10th, 12:15 PM Apr 10th, 1:00 PM

Towards the Development of Green Synthetic Methods Involving the Knoevenagel Condensation

HSB 3rd Floor Student Commons

Pharmaceutically useful synthetic processes, such as the Knoevenagel condensation, demand higher efficiency and lower toxicity. Green reaction conditions have been developed to redesign the approach to synthesis involving hazardous reagents, such as pyridine. Overall reaction efficiency was shown to increase in the presence of 4-dimethylaminopyridine (DMAP). A catalytic amount of DMAP, with triethylamine as the solvent under reflux, in the presence of aldehydic substrates with malonic acid and beta-alanine produced carbon to carbon bond formation, and subsequently conjugated carboxylic acids. However, methods still require further modification to produce higher yields. Some aldehydic substrates exhibited lower reactivity and required longer reflux times.