Abstract
The Pummerer rearrangement has been widely studied and has received considerable attention as a synthetically useful process. a-Acyl thionium ions generated from a-acyl sulfoxides under Pummerer conditions are powerful electrophiles, reacting efficiently with nucleophilic carbon species. Bimolecular addition of the cation to various carbon-carbon double bonds is well known. In the realm of natural product synthesis, most success has been achieved using intramolecular Friedel-Crafts cyclization of the Pummerer thionium ion intermediate. Interception of the Pummerer intermediate by heteronucleophiles represents an extremely important variation which has been used for the synthesis of numerous nitrogen containing heterocycles. The present article also describes various applications of the domino Pummerer (slash) N-acyliminium ion cyclization cascade. The successful synthesis of a number of alkaloids by this sequence of reactions reveals the usefulness and importance of this unique domino cascade.XXXYYYZ ZZ
Keywords: Intramolecular Pummerer Reaction, Cyclization, Heteroaromatic Nucleophiles, Pyrrole cyclization, Target syntheses, Pummerer Intermediates, Additive, Vinylogous pummerer chemistry, Tandem cyclization of pumerer intermediates, Intramolecular heteroatom trapping, Diels Alder cyclizations, Dipolar cycloaditions
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
14