Activated Alkynes in Heterocyclic Chemistry

Important aspects of modern organic synthesis such as atom economy, organo- and supramolecular catalysis, metal-mediated reactions, mechanisms and processes selectivity, green chemistry approaches and microwave assistance are discussed in the context of multicomponent assembling of heterocycles from activated alkynes. Applications in medicinal chemistry and material sciences for heterocyclic products achieved using cascade reactions above will be demonstrated. The book will be of interest to specialists and grad students in organic and element organic chemistry, coordination and biological chemistry and will stimulate discussions and further investigations in this area of chemistry.

Introduction. Metal-Catalyzed Multicomponent Synthesis of Heterocycles from Activated Alkynes. Multicomponent Reactions of Activated Alkynes with Isonitriles. Highly Efficient Reactivity of Activated Alkynes in Multicomponent Synthesis of N-containing Heterocycles. Synthesis of Heterocycles via Multicomponent Reactions of Activated Acetylenes with C-,O-, S-, P-Nucleophiles. Activated Alkynes in Organocatalyzed Multicomponent Assembly of Polyfunctional Heterocycles. Multicomponent Synthesis of Spirocyclic Heterocycles from Activated Acetylenes. Metal-free Multicomponent Conversion of Si/Ge Alkynyl Carbonyl Compounds into Functionalized Heterocycles. Multicomponent Synthesis of Heterocycles via 1,3-Dipolar Cycloaddition to Electron-deficient Alkynes. Microwave-Assisted Multicomponent Reactions involving Activated Acetylenes and Nucleophiles for the Synthesis of Heterocycles. Application of multifunctional heterocycles in medicine chemistry and material science.

Professor Dr. Sc., Alevtina S. Medvedeva fields of research include organic and element organic synthesis based on acetylene derivatives; chemistry of heterocyclic compounds; chemistry of heteroatomic oxoalkens; addition reactions to unsaturated bonds; organic and supramolecular catalysis.

Key achievements include new general methods of cascade assembly of polyfunctional heterocyclic compounds based on tandem and multicomponent reactions of heteroatomic α,β-acetylenic carbonyl compounds with nucleophiles that do not require metal catalysis. Development of new, effective synthetic methods of unknown or difficult to access, important heterocycles: functionalized imidazo[1,2-a]pyridines, pyrroles, 1,2,3-triazoles, 1,2-isoxazoles, pyrazoles, 2,3-dihydro-1H-1,4-diazepines, heterocyclic azidonitramines, acetylene 1,2-dihydropyridines, 3,4-dihydropyrimidine-2-(1H)-ones, 4H-pyran-2,6-dicarbaldehydes, 1,3,4- oxadiazoles, 1,3-dioxolanes, 1,3-thiazolidines, nitronyl nitroxides. Design of modern green approaches involving the reactions in water using heterogeneous and reusable supramolecular catalysts such as cyclodextrins or chitosan, microwave assistance, atom economy are preferable for the cascade synthesis of target heterocycles. High-performance, resource-economy technologies for the synthesis of non-steroidal medicines, possessing anti-inflammatory, pain-relieving and anti-pyretic effects, that are Piroxicam and Meloxicam, have been developed. New water soluble bioconjugate piroxicam—arabinogalactan sulfate and mechanocomposites of piroxicam with inorganic oxides or chitosan with improved solubility in water and biological activity have been prepared.

Alexander V. Mareev graduated from Irkutsk State University, Chemistry Department in 2001 and then got a post graduate degree of Candidate of Chemical Sciences (PhD analogue) in 2004 at A. E. Favorsky Irkutsk Institute of Chemistry. His research interests include: development of new highly eff