(E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole

Base Information

Chemical Name:(E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole
CAS No.:1432521-61-3
Molecular Formula:C₂₃H₁₈BrNO₂S
Molecular Weight:452.371
Hs Code.:

Synonyms:

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Chemical Property of (E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole

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Technology Process of (E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole

There total 4 articles about (E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-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:

: 170456-80-1
3-iodo-1-tosyl-1-indole

: 1432521-61-3
(E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; triphenylphosphine; cesium fluoride / 1,2-dimethoxyethane / 16 h / 90 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C / Inert atmosphere

3.1: phosphorus tribromide / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran; diethyl ether; acetone / 0.42 h / -78 °C / Inert atmosphere; Darkness

4.2: 19.25 h / -78 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium hexamethyldisilazane; phosphorus tribromide; triphenylphosphine; cesium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetone; 1.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.tet.2013.01.001

Reference yield:

: 26340-47-6
3-Iodo-1H-indole

: 1432521-61-3
(E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; triphenylphosphine; cesium fluoride / 1,2-dimethoxyethane / 16 h / 90 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C / Inert atmosphere

4.1: phosphorus tribromide / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

5.1: sodium hexamethyldisilazane / tetrahydrofuran; diethyl ether; acetone / 0.42 h / -78 °C / Inert atmosphere; Darkness

5.2: 19.25 h / -78 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; tetra(n-butyl)ammonium hydrogensulfate; sodium hexamethyldisilazane; phosphorus tribromide; triphenylphosphine; cesium fluoride; potassium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetone; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.tet.2013.01.001

Reference yield:

: 1318261-77-6
2-(1-tosyl-1H-indol-3-yl)benzaldehyde

: 1432521-61-3
(E)-3-(2-(2-bromovinyl)phenyl)-1-tosyl-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C / Inert atmosphere

2.1: phosphorus tribromide / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran; diethyl ether; acetone / 0.42 h / -78 °C / Inert atmosphere; Darkness

3.2: 19.25 h / -78 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium hexamethyldisilazane; phosphorus tribromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1016/j.tet.2013.01.001