1H-Indole, 3-[(2-bromophenyl)thio]-

Base Information

• Chemical Name: 1H-Indole, 3-[(2-bromophenyl)thio]-
• CAS No.: 874296-78-3
• Molecular Formula: C14H10BrNS
• Molecular Weight: 304.21
• Mol file: 874296-78-3.mol

Synonyms:

Chemical Property of 1H-Indole, 3-[(2-bromophenyl)thio]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole, 3-[(2-bromophenyl)thio]-

There total 4 articles about 1H-Indole, 3-[(2-bromophenyl)thio]- 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: 94.0%

indole (120-72-9) + o-bromothiophenol (6320-02-1) → 3-((2-bromophenyl)thio)-1H-indole (874296-78-3)

Guidance literature:

With manganese(IV) oxide; iodine; oxygen; at 80 ℃; for 16h; Schlenk technique;

DOI:10.1002/adsc.202000291

Reference yield: 80.0%

indole (120-72-9) + o-bromobenzenesulfonyl chloride (2905-25-1) → 3-((2-bromophenyl)thio)-1H-indole (874296-78-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 60 ℃; for 18h; regioselective reaction; Sealed tube;

DOI:10.1016/j.tetlet.2017.10.040

Reference yield: 72.0%

indole (120-72-9) + (2-bromophenyl)boronic acid (244205-40-1) → 3-((2-bromophenyl)thio)-1H-indole (874296-78-3)

Guidance literature:

indole; With palladium diacetate; at 20 ℃; for 0.25h; Ionic liquid; Schlenk technique;

(2-bromophenyl)boronic acid; With sulfur; copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; silver carbonate; at 80 ℃; for 6h; Inert atmosphere; Ionic liquid; Schlenk technique;

DOI:10.1021/acs.joc.6b01428

upstream raw materials:

indole

(2-bromophenyl)boronic acid

o-bromobenzenesulfonyl chloride

o-bromothiophenol

Downstream raw materials:

3-(2-bromo-phenylsulfanyl)-indole-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Li, Weihe,Wang, Hao,Liu, Shengping,Feng, Hua,Benassi, Enrico,Qian, Bo. "Iodine/Manganese Catalyzed Sulfenylation of Indole via Dehydrogenative Oxidative Coupling in Anisole". . p. 2666 - 2671. Retrieved 2020/05/25.
• 2、 Li, Jianxiao,Li, Chunsheng,Yang, Shaorong,An, Yanni,Wu, Wanqing,Jiang, Huanfeng. "Palladium-Catalyzed Oxidative Sulfenylation of Indoles and Related Electron-Rich Heteroarenes with Aryl Boronic Acids and Elemental Sulfur". . p. 7771 - 7783. Retrieved 2016/09/12.