2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

Base Information

Chemical Name:2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile
CAS No.:1448895-07-5
Molecular Formula:C₂₅H₂₀N₂Si
Molecular Weight:376.533
Hs Code.:

Synonyms:2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

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Chemical Property of 2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

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Technology Process of 2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

There total 6 articles about 2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile 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%

: 1401464-90-1
2-(4-ethynylphenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

: 1066-54-2
trimethylsilylacetylene

: 1448895-07-5
2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; oxygen; copper(l) chloride; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/jo4020326

Reference yield: 44.0%

: 1401464-96-7
2-(4'-bromoethynylphenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

: 1066-54-2
trimethylsilylacetylene

: 1448895-07-5
2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jo4020326

Reference yield:

: 1401464-93-4
2-[(4-(trimethylsilylethynyl)phenyl)]-1,8a-dihydroazulene-1,1-dicarbonitrile

: 1448895-07-5
2-[4-(trimethylsilyl-1,3-butadiynyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: copper(l) chloride; N,N,N,N,-tetramethylethylenediamine; oxygen / dichloromethane / 1 h / 25 °C

With N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; oxygen; acetic acid; copper(l) chloride; In tetrahydrofuran; dichloromethane; 2: |Sonogashira Cross-Coupling;
DOI:10.1021/jo4020326