2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

Base Information

Chemical Name:2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine
CAS No.:1024670-11-8
Molecular Formula:C₃₆H₃₉NO₂SSi
Molecular Weight:577.863
Hs Code.:

Synonyms:2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

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Chemical Property of 2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

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Technology Process of 2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

There total 6 articles about 2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine 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: 70.0%

: 887925-07-7
N-ethynyl-4-methyl-N-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-benzenesulfonamide

: 90-14-2
1-Iodonaphthalene

: 1024670-11-8
2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

Guidance literature:: With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 60 ℃;
DOI:10.1016/j.tet.2008.02.029

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 1024670-11-8
2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 40 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 120 °C / Inert atmosphere

4.1: phenyllithium / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine / N,N-dimethyl-formamide / 0.17 h / Schlenk technique; Inert atmosphere

5.2: 50 °C / Schlenk technique; Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; phenyllithium; triethylamine; diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201804529

Reference yield:

: C₂₆H₃₃Cl₂NO₂SSi

: 1024670-11-8
2-(2-(triisopropylsilyl)ethynyl)-N-(2-(naphthalen-1-yl)ethynyl)-N-tosylbenzenamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: phenyllithium / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine / N,N-dimethyl-formamide / 0.17 h / Schlenk technique; Inert atmosphere

2.2: 50 °C / Schlenk technique; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; phenyllithium; diisopropylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/chem.201804529