(E)-N-(2-pyridylsulfonyl)-2-styrylindole

Base Information

• Chemical Name: (E)-N-(2-pyridylsulfonyl)-2-styrylindole
• CAS No.: 1190425-92-3
• Molecular Formula: C₂₁H₁₆N₂O₂S
• Molecular Weight: 360.436
• Mol file: 1190425-92-3.mol

Synonyms:(E)-N-(2-pyridylsulfonyl)-2-styrylindole

Chemical Property of (E)-N-(2-pyridylsulfonyl)-2-styrylindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-(2-pyridylsulfonyl)-2-styrylindole

There total 3 articles about (E)-N-(2-pyridylsulfonyl)-2-styrylindole 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: 90.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1-(Pyridine-2-sulfonyl)-1H-indole → (E)-N-(2-pyridylsulfonyl)-2-styrylindole (1190425-92-3)

Guidance literature:

With palladium(II) trifluoroacetate; oxygen; acetic acid; trifluoroacetic acid; at 80 ℃; for 18h; under 760.051 Torr; regioselective reaction; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201300811

Reference yield:

pyridine-2-sulfonyl chloride (66715-65-9) → (E)-N-(2-pyridylsulfonyl)-2-styrylindole (1190425-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 0 °C

2.1: palladium(II) trifluoroacetate; trifluoroacetic acid; oxygen; acetic acid / 18 h / 80 °C / 760.05 Torr / Sealed tube; Green chemistry

With palladium(II) trifluoroacetate; oxygen; sodium hydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1002/adsc.201300811

Reference yield:

2-Sulfanylpyridine (2637-34-5,73018-10-7) → (E)-N-(2-pyridylsulfonyl)-2-styrylindole (1190425-92-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium chlorite; sulfuric acid / 0.25 h / 0 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 0 °C

3.1: palladium(II) trifluoroacetate; trifluoroacetic acid; oxygen; acetic acid / 18 h / 80 °C / 760.05 Torr / Sealed tube; Green chemistry

With sodium chlorite; palladium(II) trifluoroacetate; sulfuric acid; oxygen; sodium hydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1002/adsc.201300811

upstream raw materials:

styrene

pyridine-2-sulfonyl chloride

2-Sulfanylpyridine

Downstream raw materials:

2-(2-phenylethyl)-1H-indole

trans-2-styrylindole

Refernces

• 1、 Garcia-Rubia, Alfonso,Urones, Beatriz,Arrayas, Ramon Gomez,Carretero, Juan Carlos. "PdII-catalysed C-H functionalisation of indoles and pyrroles assisted by the removable N-(2-pyridyl)sulfonyl group: C2-alkenylation and dehydrogenative homocoupling". supporting information; experimental part. p. 9676 - 9685. Retrieved 2010/10/18.