54149-11-0

Basic information

• Product Name: 2-(4-nitrophenyl)indolizine
• CAS NO: 54149-11-0
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.2414
• Mol File: 54149-11-0.mol

Chemical Properties

• Density: 1.26g/cm³
• Refractive Index: 1.652
• CAS DataBase Reference: 2-(4-nitrophenyl)indolizine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrophenyl)indolizine(54149-11-0)
• EPA Substance Registry System: 2-(4-nitrophenyl)indolizine(54149-11-0)

Safety Data

• Hazardous Substances Data: 54149-11-0(Hazardous Substances Data)

Usage

Uses

Used in Research Activities:
2-(4-nitrophenyl)indolizine is used as a research compound for its unique structure and reactivity, allowing for various reactions and transformations in chemical studies.
Used in Chemical Synthesis:
2-(4-nitrophenyl)indolizine is used as a building block for the synthesis of more complex organic molecules and materials, contributing to the development of new chemical entities.
Used in Pharmaceutical Applications:
2-(4-nitrophenyl)indolizine is used as a potential pharmaceutical agent due to its unique structure, which may offer new avenues for drug discovery and development.

Upstream product

• 109-06-8 α-picoline 
• 19922-82-8 2-bromo-1-(4-nitrophenyl)ethanol 
• 25379-20-8 2-phenylindolizine 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 99-81-0 4-Nitrophenacyl bromide 
• 32896-98-3 2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide 
• 70-11-1 α-bromoacetophenone 
• 100-19-6 (4-nitrophenyl)ethanone 
• 14759-45-6 3-benzoyl-2-phenylindolizine 

Downstream Products

• 139705-73-0 2-(4-aminophenyl)indolizine 
• 82746-30-3 1-nitro-2-(p-nitrophenyl)indolizine 
• 861062-77-3 N-acetyl-sulfanilic acid-(4-indolizin-2-yl-anilide) 
• 1210434-93-7 2-(4-nitrophenyl)-3-(4,6-dinitro-2,1,3-benzoxadiazol-7-yl)indolizine 
• 1210435-03-2 C₂₀H₁₀N₆O₈ 

Relevant articles and documents

Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines

Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.

Transition-Metal-Free Regioselective Cross-Coupling: Controlled Synthesis of Mono- or Dithiolation Indolizines

An efficient transition-metal-free regioselective C-H/S-H cross-coupling of indolizines with thiols has been developed for the first time to describe a workable route to indolizine thioethers. This finding provides a new method and more straightforward pathway for controllable synthesis of mono- or dithiolation indolizines that are otherwise difficult to obtain by the literature methods. The reaction exhibits good functional group tolerance and high efficiency and affords the products in good to excellent yields.

Controlling chemoselectivity-application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines

Among a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-t-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents.

A Practical Parallel Synthesis of 2-Substituted Indolizines

A practical parallel synthesis of 2-substituted indolizines 4 via phase-separation techniques is reported. Their further transformation into indolizidines 5 is also described.