Abstract
Methyl α-cyano β-(hetero)aryl acrylates are excellent substrates for CAL-B catalyzed aminolyses. However, upon concatenation of the substrate Knoevenagel condensation (of (hetero)aryl carbaldehydes and methyl cyano acetate) and the CAL-B catalyzed aminolysis, an interesting bifurcating domino Knoevenagel-CAL-B catalyzed aryl methylaminolysis/hydrolysis reaction furnishing either amides or salts in the sense of a three-component process was found. The enzyme mediated acylative bifurcation of water vs benzyl amines depends on the substitution pattern of the aldehydes and on the presence or absence of a water scavenger. In the former case, amidation is favored while in the latter case hydrolysis/salt formation prevails.
Keywords: Aldol condensation, amidation, chemoenzymatic reaction, domino reaction, hydrolysis, lipase, protonolysis.
Graphical Abstract
Call for Papers in Thematic Issues
Advances of Heterocyclic Chemistry with Pesticide Activity
Global food safety and security will continue to be a global concern for the next 50 years and beyond. Plant diseases have had a significant impact on food safety and security throughout the entire food chain, from primary production to consumption. While conventional chemical pesticides have been traditionally used for ...read more
Calculation design of covalent/metal organic framework based catalysts
This research area combines theoretical computation and screening with machine learning for the design of covalent/metal organic framework-based catalysts, bridging the disciplines of organic chemistry, physical chemistry, computational chemistry, materials science, and machine learning. It covers several critical aspects: designing and synthesizing organic catalysts for improved performance, applying computational methods ...read more
Carbohydrates conversion in biofuels and bioproducts
Biomass pretreatment, hydrolysis, and saccharification of carbohydrates, and sugars bioconversion in biofuels and bioproducts within a biorefinery framework. Carbohydrates derived from woody biomass, agricultural wastes, algae, sewage sludge, or any other lignocellulosic feedstock are included in this issue. Simulation, techno-economic analysis, and life cycle analysis of a biorefinery process are ...read more
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Books
Advances in Organic Synthesis
The Synthetic Methods, Structures, and Properties of the Ca-C σ Bond Organocalcium Containing Compounds
Advances in Organic Synthesis
Chemistry of Bipyrazoles: Synthesis and Applications
Advances in Organic Synthesis
Advanced Nanocatalysis for Organic Synthesis and Electroanalysis
Advances in Organic Synthesis
Advances in Organic Synthesis
35
2
1
1