3-bromo-4-N-p-toluenesulfonylindole

Base Information

• Chemical Name: 3-bromo-4-N-p-toluenesulfonylindole
• CAS No.: 333303-40-5
• Molecular Formula: C₁₅H₁₁BrINO₂S
• Molecular Weight: 476.132
• Mol file: 333303-40-5.mol

Synonyms:3-bromo-4-N-p-toluenesulfonylindole

Chemical Property of 3-bromo-4-N-p-toluenesulfonylindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-4-N-p-toluenesulfonylindole

There total 1 articles about 3-bromo-4-N-p-toluenesulfonylindole 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:

3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole (90481-77-9) → 3-bromo-4-N-p-toluenesulfonylindole (333303-40-5)

Guidance literature:

3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole; With perchloric acid; mercury(II) diacetate; In acetic acid; at 20 ℃; for 48h;

With sodium chloride; In acetic acid; for 0.25h;

With iodine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/S0040-4039(00)02194-8

Reference yield: 76.0%

allyltributylstanane (24850-33-7) + 3-bromo-4-N-p-toluenesulfonylindole (333303-40-5) → 4-allyl-3-bromo-1-(toluene-4-sulfonyl)-1H-indole (333303-41-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 3-tert-Butyl-4-hydroxyanisole; In toluene; at 90 ℃;

DOI:10.1016/S0040-4039(00)02194-8

Reference yield:

3-bromo-4-N-p-toluenesulfonylindole (333303-40-5) → 4-[4-allyl-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-but-3-en-2-one (333303-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / Pd(Ph₃P)4/BHA / toluene / 90 °C

2: 81 percent / Pd(OAc)2; Ph₃P; Et₃N / dimethylsulfoxide / 90 °C

With palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 3-tert-Butyl-4-hydroxyanisole; triethylamine; triphenylphosphine; In dimethyl sulfoxide; toluene; 1: Stille coupling / 2: Heck reaction;

DOI:10.1016/S0040-4039(00)02194-8

upstream raw materials:

3-bromo-1-(4-methylbenzenesulfonyl)-1H-indole

Downstream raw materials:

4-allyl-3-bromo-1-(toluene-4-sulfonyl)-1H-indole

4-[4-allyl-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-but-3-en-2-one

4-allyl-3-(3-methyl-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-1H-indole