2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

Base Information

Chemical Name:2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene
CAS No.:690258-69-6
Molecular Formula:C₄₆H₅₀O₄S₂Si₂
Molecular Weight:787.204
Hs Code.:

Synonyms:2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

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Chemical Property of 2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

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Technology Process of 2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

There total 3 articles about 2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene 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: 76.0%

: 170159-24-7
acetylsulfanyl-4-(ethynyl)benzene

: 690258-49-2
2,7-diiodo-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

: 690258-69-6
2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

Guidance literature:: acetylsulfanyl-4-(ethynyl)benzene; 2,7-diiodo-9,10-bis(tert-butyldimethylsiloxy)phenanthrene; With TEA; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 120h;

In tetrahydrofuran; at 45 - 50 ℃; for 50h; Further stages.;
DOI:10.1016/j.tetlet.2004.02.028

Reference yield:

: 16218-32-9
2,7-diiodophenanthrene-9,10-quinone

: 690258-69-6
2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / Zn; TMEDA / CH₂Cl₂ / 30 h

2.1: TEA / Pd(PPh₃)4 / tetrahydrofuran / 120 h / 20 °C

2.2: 76 percent / tetrahydrofuran / 50 h / 45 - 50 °C

With N,N,N,N,-tetramethylethylenediamine; TEA; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 2.1: Sonogashira coupling;
DOI:10.1016/j.tetlet.2004.02.028

Reference yield:

: 84-11-7
9,10-phenanthrenequinone

: 690258-69-6
2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / N-iodosuccinimide; trifluoromethanesulfonic acid / 6 h / 20 °C

2.1: 87 percent / Zn; TMEDA / CH₂Cl₂ / 30 h

3.1: TEA / Pd(PPh₃)4 / tetrahydrofuran / 120 h / 20 °C

3.2: 76 percent / tetrahydrofuran / 50 h / 45 - 50 °C

With N-iodo-succinimide; N,N,N,N,-tetramethylethylenediamine; trifluorormethanesulfonic acid; TEA; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 3.1: Sonogashira coupling;
DOI:10.1016/j.tetlet.2004.02.028