2-(phenylsulfonyl)-1H-indole

Base Information

• Chemical Name: 2-(phenylsulfonyl)-1H-indole
• CAS No.: 959312-83-5
• Molecular Formula: C₁₄H₁₁NO₂S
• Molecular Weight: 257.313

Synonyms:2-(phenylsulfonyl)-1H-indole

Chemical Property of 2-(phenylsulfonyl)-1H-indole

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Technology Process of 2-(phenylsulfonyl)-1H-indole

There total 18 articles about 2-(phenylsulfonyl)-1H-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: 99.0%

indole (120-72-9) + sodium benzenesulfonate (873-55-2) → 2-(phenylsulfonyl)-1H-indole (959312-83-5)

Guidance literature:

With tert.-butylhydroperoxide; ammonium iodide; acetic acid; at 60 ℃; for 2h; regioselective reaction;

DOI:10.1002/cctc.201500917

Reference yield: 99.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + indole (120-72-9) + sodium benzenesulfonate (873-55-2) → phenyl styryl sulfone (5418-11-1) + 2-(phenylsulfonyl)-1H-indole (959312-83-5)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; acetic acid; In water; acetonitrile; at 20 ℃; for 8h; Schlenk technique;

DOI:10.1002/ejoc.201700269

Reference yield: 94.0%

5-chloro-2-(methylthio)-1H-indole (120517-31-9) → 2-(phenylsulfonyl)-1H-indole (959312-83-5)

Guidance literature:

With oxone; In methanol; water; at 0 - 20 ℃;

DOI:10.1007/s10593-010-0504-3

upstream raw materials:

5-chloro-2-(methylthio)-1H-indole

methylphenylsulfonate

diethyl phenylsulfonylmethylphosphonate

Phenyl-o-nitrostyrylsulfon

Downstream raw materials:

(R,S)-2-(2-phenylsulfonylindol-1-yl)propionic acid ethyl ester

1-(2-phenyloxyethyl)-2-phenylsulfonylindole

(R)-2-(2-phenylsulfonylindol-1-yl)propionic acid ethyl ester

1-phenylbut-1-ene

Refernces

SYNTHESIS AND REACTIVITY OF 2-(1',3'-DITHIAN-2'-YL)INDOLES

10.1016/S0040-4020(01)85835-X

The research focuses on the synthesis and reactivity of 2-(1’,3'-dithian-2’-yl)indoles, with the aim of preparing a variety of indole compounds through the reaction of the anion derived from C-2 indole substituted dithiane with appropriately functionalized electrophiles. The study successfully prepared indole dithianes and investigated their reactivity towards different electrophiles, leading to the formation of various compounds. Key chemicals used in the process include N-protected indoles, 2-chloro-1,3-dithiane, phenylsulfonylindole, and n-butyllithium, among others. The conclusions drawn from the research highlight the method's efficiency in preparing 2-(2’-substituted-2’3’-dithian-2’-yl)indoles in three steps from 1-phenylsulfonylindole, showcasing the potential for synthesizing indole alkaloids and related compounds.

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