58805-02-0

Usage

Uses

Used in Pharmaceutical Industry:
Hexahydro-3,7-indolizinedione is utilized as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block for the development of new drugs, particularly in the area of medicinal chemistry.
Used in Chemical Research:
Due to its distinctive molecular structure, Hexahydro-3,7-indolizinedione serves as a subject of interest in chemical research. It is used to study the properties and reactions of indolizidine-based compounds, contributing to the broader understanding of organic chemistry and the potential applications of these compounds in various fields.
Although the applications and uses of Hexahydro-3,7-indolizinedione are not very widespread, its presence in specialized industries and research settings highlights its importance in the development of new chemical entities and the advancement of scientific knowledge.

Upstream product

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• 259171-91-0 N-(3-bromobut-3-enyl)-4,4-bis(ethylsulfanyl)butyramide 
• 328058-76-0 N-(3-bromobut-3-enyl)-4-(phenylsulfanyl)butyramide 
• 217964-27-7 4-benzenesulfinyl-N-(3-bromobut-3-enyl)butyramide 
• 217964-28-8 1-(3-bromobut-3-enyl)-5-(phenylsulfanyl)pyrrolidin-2-one 
• 217964-29-9 7-Bromo-7-phenylsulfanyl-hexahydro-indolizin-3-one 
• 148855-12-3 1-(3-Bromo-but-3-enyl)-5-ethoxy-pyrrolidin-2-one 
• 58804-96-9 1-(3-butynyl)-5-ethoxy-2-pyrrolidinone 

Relevant academic research and scientific papers

Gold(I)-Catalyzed Hydroaminaloxylation and Petasis-Ferrier Rearrangement Cascade of Aminaloalkynes

An efficient method has been developed to generate a diverse array of indolizidines and quinolizidines from readily available aminaloalkynes via a gold(I)-catalyzed hydroaminaloxylation and Petasis-Ferrier rearrangement cascade. The method enabled a formal synthesis of (±)-antofine.

BIOLOGICALLY ACTIVE AMIDES

The present invention is directed to biologically active amides which are ligands at the NPY Y5 receptor. The invention further provides a pharmaceutical composition comprising a therapeutically effective amount of a compound of the invention and a pharmaceutically acceptable carrier. This invention also provides a method of treating a subject suffering from certain disorders which comprises administering to the subject an amount of a compound of the subject invention. Furthermore, this invention also provides uses of a compound of the invention for the manufacture of a medicament for treating a subject suffering from certain disorders.

Studies dealing with thionium ion promoted Mannich cyclization reactions

Treatment of several amido-substituted thioacetals with dimethyl(methylthio)sulfonium tetrafluoroborate (DMTSF) produces synthetically useful thionium ions that are intercepted by the adjacent nitrogen atom to afford both five- and six-membered alkylthio-substituted lactams as transient intermediates. Further reaction of the alkylthio- substituted lactam with DMTSF generates an N-acyliminium ion, which undergoes cyclization with the tethered aromatic ring to produce an azapolycyclic ring system. Related cyclization sequences occur when amido thioacetals possessing simple olefinic tethers were used. The overall procedure represents an efficient one-pot approach toward various nitrogen-containing ring systems. The cyclization reaction was employed for a synthesis of the core skeleton of the erythrina alkaloid family.

The thionium/N-acyliminium ion cyclization cascade as a strategy for the synthesis of azapolycyclic ring systems

A series of amidosulfoxides were prepared by the addition of thiophenol to the appropriate alkenoic acid π-bond, and this was followed by reaction of the in situ generated acyl chloride with 3,4-dimethoxyphenethyl amine. The silicon-induced Pummerer react

Synthesis of the Perhydroindole Nucleus by a Pummerer/Mannich Induced Cyclization Cascade

The silicon-induced Pummerer reaction of several amido sulfoxydes possessing tethered ?-bonds proceeds by way of a thionium/N-acyliminium ion cascade to provide various azabicyclic ring systems.This cascade sequence was applied toward the synthesis of a member of the protoberberine alkaloid family.

α-N-Acyliminium Ion - 2-Bromoalkene Cyclizations.

The cylization of α-N-acyliminium ions generated from ethoxylactams 1-3 using trifluoroacetic acid, trifluoromethanesulfonic acid and anhydrous HF affords ketones, bromoalkenes and geminal bromofluoro compounds, respectively.A non concerted process explains these results which demonstrate the high reactivity of the intermediate bromocarbenium ions with different nucleophiles.The unexpected fluorination observed in HF is also observed with simple alkenes which give mixtures of epimeric fluoro derivatives.

α-ACYLIMINIUM ION-ACETYLENE CYCLISATIONS

Cyclisation of acetylenic ethoxylactams 1b-12b leads to bridgehead nitrogen bicyclic ketones in excellent yields.The reaction is weakly acid-catalysed and proceeds at ambient temperature.The observed regioselectivity effect is discussed in terms of stability of exo vs endo vinyl cations and ring strain effects.The high yield conversion of N-(5-hexynyl)-ethoxy lactams 7b and 8b in the 5/8 and 6/8 fused bicyclic ketolactams 7c and 8c deserves special attention.