2-(Furan-2-yl)indolizine

Base Information

• Chemical Name: 2-(Furan-2-yl)indolizine
• CAS No.: 28795-34-8
• Molecular Formula: C12H9 N O
• Molecular Weight: 183.21
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20414928
• Nikkaji Number: J2.390.223K
• Wikidata: Q82224020
• Mol file: 28795-34-8.mol

Synonyms:2-(furan-2-yl)indolizine;28795-34-8;2-furan-2-yl-indolizine;Indolizine, 2-(2-furanyl)-;MFCD08277604;2-(2-furyl)indolizine;SCHEMBL3886938;DTXSID20414928;AKOS005254249

Chemical Property of 2-(Furan-2-yl)indolizine

Chemical Property:

• Melting Point: 137 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.623
• PSA: 17.55000
• Density: 1.16g/cm³
• LogP: 3.19930
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(FURAN-2-YL)INDOLIZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=CN2C=C1)C3=CC=CO3

Technology Process of 2-(Furan-2-yl)indolizine

There total 5 articles about 2-(Furan-2-yl)indolizine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

α-picoline (109-06-8) + 1-(2-furyl)-2-bromoethanone (15109-94-1) → 2-(furan-2-yl)indolizine (28795-34-8)

Guidance literature:

α-picoline; 1-(2-furyl)-2-bromoethanone; In acetone; at 60 ℃; for 5h;

With potassium carbonate; In water; acetone; at 60 ℃; for 5h;

DOI:10.1021/acs.joc.1c00873

Reference yield: 36.0%

1-(2-furan-2-yl-2-oxo-ethyl)-2-methyl-pyridinium; bromide (95252-11-2) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → furan-2-yl-indolizin-3-yl-methanone + 2-(furan-2-yl)indolizine (28795-34-8)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2006.10.052

Reference yield:

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 2-(furan-2-yl)indolizine (28795-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: I₂ / 0.75 h / Heating

2: 20percent NaHCO₃ / 0.17 h / Heating

With iodine; sodium hydrogencarbonate;

upstream raw materials:

α-picoline

1-(2-furyl)-2-bromoethanone

1-(2-furan-2-yl-2-oxo-ethyl)-2-methyl-pyridinium; bromide

N,N-dimethylformamide di-tert-butyl acetal

Refernces

• 1、 Kim, Wansoo,Kim, Hun Young,Oh, Kyungsoo. "Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines". . p. 15973 - 15991. Retrieved 2021/07/26.
• 2、 Teng, Lili,Liu, Xiang,Guo, Pengfeng,Yu, Yue,Cao, Hua. "Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization". supporting information. p. 3841 - 3845. Retrieved 2020/05/08.