methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

Base Information

Chemical Name:methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate
CAS No.:1432521-31-7
Molecular Formula:C₂₅H₁₉Br₂NO₄S
Molecular Weight:589.304
Hs Code.:

Synonyms:methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

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Chemical Property of methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

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Technology Process of methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

There total 4 articles about methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate 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: 73.0%

: 558-13-4
carbon tetrabromide

: 1432521-44-2
methyl 3-(2-formylphenyl)-1-tosyl-1H-indole-6-carboxylate

: 1432521-31-7
methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

Guidance literature:: carbon tetrabromide; methyl 3-(2-formylphenyl)-1-tosyl-1H-indole-6-carboxylate; In dichloromethane; at 0 ℃; Inert atmosphere;

With triisopropyl phosphite; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2013.01.001

Reference yield:

: 1432521-55-5
methyl 3-iodo-1-tosyl-1H-indole-6-carboxylate

: 1432521-31-7
methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; triphenylphosphine; cesium fluoride / 1,2-dimethoxyethane / 17 h / 90 °C / Inert atmosphere

2.1: dichloromethane / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

With triphenylphosphine; cesium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; 1.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.tet.2013.01.001

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1432521-31-7
methyl 3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; triphenylphosphine; cesium fluoride / 1,2-dimethoxyethane / 17 h / 90 °C / Inert atmosphere

3.1: dichloromethane / 0 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

With tetra(n-butyl)ammonium hydrogensulfate; triphenylphosphine; cesium fluoride; potassium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.tet.2013.01.001