49618-59-9

Usage

Uses

Used in Pharmaceutical Research:
Dimethyl 3-phenylpyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate is utilized as a key intermediate in the development of novel pharmaceuticals, leveraging its unique structural attributes to contribute to the creation of new drug candidates.
Used in Organic Synthesis:
In the field of organic synthesis, Dimethyl 3-phenylpyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate serves as a building block for the synthesis of more complex organic molecules, facilitating the construction of intricate chemical architectures that may have various applications across different industries.
Used in Chemical Research:
Dimethyl 3-phenylpyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate is employed as a subject of study in chemical research to explore its properties and potential applications, with the aim of uncovering new uses and understanding its interactions within chemical systems.
Used in Drug Development:
As a component in drug development, Dimethyl 3-phenylpyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate is used as a precursor or a template in the synthesis of pharmaceuticals, potentially leading to the discovery of new therapeutic agents with improved efficacy and selectivity.
Used in Chemical Industry:
In the chemical industry, Dimethyl 3-phenylpyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate may be used in the production of specialty chemicals, where its unique properties can be harnessed to create new materials or improve existing ones.

Upstream product

• 25379-20-8 2-phenylindolizine 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 59760-09-7 (2-phenyl-indolizin-3-yl)-hydrazine-N,N'-dicarboxylic acid diethyl ester 
• 32896-98-3 2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide 
• 98-86-2 acetophenone 
• 70-11-1 α-bromoacetophenone 
• 109-06-8 α-picoline 
• 90456-29-4 1,2-Dihydro-3-phenylpyrrolo<2,1,5-cd>indolizin-1,2-dicarbonsaeure-dimethylester 

Downstream Products

• 49618-62-4 1,2-dicarboxy-3-phenylcycl[3.2.2]azine 

Relevant academic research and scientific papers

Synthesis of 1,2-Dicyano-3-arylcycl[3.2.2]azines – First 1,2-Dicarbonitriles Based on Cyclazine Heterocycle

The first 1,2-dicarbonitriles have been prepared for cyclazine systems. In particular, a synthetic procedure to 1,2-dicyano-3-arylcycl[3.2.2]azines has been developed. Unexpected chlorination of 3-arylcycl[3.2.2]azine-1,2-dicarboxylic acid derivatives by thionyl chloride at 4-position was found, which according to theoretical considerations can proceed by the electrophilic (SEAr) mechanism. The compounds are blue fluorophores in 450–480 nm region with quantum yields in toluene of ca. 30 % for non-chlorinated derivatives, which decrease to 3–4 % for chlorinated ones.

Synthesis of Pyrrolo[2,1,5- cd]indolizine Rings via Visible-Light-Induced Intermolecular [3+2] Cycloaddition of Indolizines and Alkynes

A range of indolizine smoothly underwent visible-light-induced intermolecular [3+2] annulations with internal alkynes to afford pyrrolo[2,1,5-cd]indolizine in good to excellent yields with high regioselectivity. Through this cascade reaction, a series of fluoroactive fused indolizines with a large π-system were conveniently synthesized. The usage of visible light as energy source with air as a stoichiometric oxidant under simple conditions makes this process attractive and practical.

Microwave promoted synthesis of cycl[3.2.2]azines in water via a new three-component reaction

A microwave-promoted and base-catalyzed synthesis of cycl[3.2.2]azines is accomplished in water via a three-component reaction (3-CR) of 2-picoline, α-bromoacetophenone and alkyne. The extension of the methodology to the synthesis of steroidal and carbocyclic cycl[3.2.2]azine is also reported.

ADDITION REACTION OF INDOLIZINE DERIVATIVES WITH DIMETHYL ACETYLENEDICARBOXYLATE

Indolizine derivatives 1 reacted with dimethyl acetylenedicarboxylate to give 1:1 adducts 2-6.In some cases 1:2 adducts 7 were obtained from which cyclazine derivatives 11 were synthesized by dehydrogenation.The addition reaction was dependent on t

1,2-DIALKOXYCARBONYLHYDRAZINE DERIVATIVES OF PYRROLES AND INDOLIZINES. A NEW SYNTHESIS OF CYCLAZINES

The reaction of pyrroles 1 with diisopropyl azodicarboxylate 2 yields 2- and 2,5-substituted derivatives. 3- and 1,3-substituted indolizines 5 and 6 are formed by the same route.Cyclazines 7 have been obtained from 5 and 6 with dimethyl acetylenedicarboxylate.