6H-Isoindolo[2,1-a]indole

Base Information

• Chemical Name: 6H-Isoindolo[2,1-a]indole
• CAS No.: 248-71-5
• Molecular Formula: C₁₅H₁₁N
• Molecular Weight: 205.259
• DSSTox Substance ID: DTXSID701312007
• Nikkaji Number: J2.173.960J
• Mol file: 248-71-5.mol

Synonyms:6H-Isoindolo[2,1-a]indole;248-71-5;isoindolo[2,1-a]indole;SCHEMBL2421457;DTXSID701312007;MFCD18449632;BS-48433;E84935

Chemical Property of 6H-Isoindolo[2,1-a]indole

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 205.089149355
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C3=CC4=CC=CC=C4N31

Technology Process of 6H-Isoindolo[2,1-a]indole

There total 4 articles about 6H-Isoindolo[2,1-a]indole 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: 60.0%

indole (120-72-9) + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → 6H-isoindolo<2,1-a>indole (248-71-5) + 1-(2-bromo-benzyl)-1H-indole (135966-93-7)

Guidance literature:

With palladium diacetate; sodium hydride; triphenylphosphine; In N,N-dimethyl-formamide; mineral oil; at 130 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201402395

Reference yield:

1-(2-bromo-benzyl)-1H-indole (135966-93-7) → N-benzylindole (3377-71-7) + 6H-isoindolo<2,1-a>indole (248-71-5)

Guidance literature:

With [Au₂(dppm)2]Cl₂; sodium carbonate; In acetonitrile; at 20 ℃; for 12h; Overall yield = 96 %; Overall yield = 40 mg; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.5b01260

Reference yield:

3-azidopropylamine (88192-19-2) + C26H22N2O2 → C14H19N5O2 + 6H-isoindolo<2,1-a>indole (248-71-5)

Guidance literature:

With silver(I) triflimide; at 37 ℃; for 0.0833333h;

DOI:10.1002/anie.202009408

upstream raw materials:

indole

1-Bromo-2-bromomethyl-benzene

1-(2-bromo-benzyl)-1H-indole

3-azidopropylamine