Technology Process of 1-({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)-2-[(1Z)-1-octen-3-ynyl]naphthalene
There total 11 articles about 1-({4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]phenyl}ethynyl)-2-[(1Z)-1-octen-3-ynyl]naphthalene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-ethynyl-4,5-dimethoxy-2-[(1Z)-1-octen-3-ynyl]benzene;
With
copper(l) iodide; diisopropylamine;
tetrakis(triphenylphosphine) palladium(0);
at 40 - 50 ℃;
1-iodo-2-[(1Z)-1-octen-3-ynyl]naphthalene;
at 20 ℃;
for 1h;
Further stages.;
DOI:10.1021/ja0259584
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: PPh3; Zn / CH2Cl2 / 0.5 h / 20 °C
1.2: 99 percent / CH2Cl2 / 17 h / 20 °C
2.1: 72 percent / tributyltin hydride / Pd(PPh3)4 / toluene / 0.17 h / 20 °C
3.1: i-Pr2NH; CuI / Pd(PPh3)4 / 40 - 50 °C
3.2: 95 percent / 0.25 h / 40 °C
4.1: t-BuLi / pentane; diethyl ether / 0.08 h / -90 °C
4.2: 81 percent / I2 / pentane; diethyl ether / 0.5 h / -90 °C
5.1: i-Pr2NH; CuI / Pd(PPh3)4 / 40 - 50 °C
5.2: 77 percent / 0.5 h / 20 °C
6.1: 99 percent / NaOMe / methanol / 4.5 h / 20 °C
7.1: diisopropylamine; CuI / Pd(PPh3)4 / 40 - 50 °C
7.2: 91 percent / 1 h / 20 °C
With
copper(l) iodide; tert.-butyl lithium; tri-n-butyl-tin hydride; sodium methylate; diisopropylamine; triphenylphosphine; zinc;
tetrakis(triphenylphosphine) palladium(0);
In
methanol; diethyl ether; dichloromethane; toluene; pentane;
1.2: Corey-Fuchs olefination / 3.2: Sonogashira coupling / 5.2: Sonogashira coupling / 7.2: Sonogashira coupling;
DOI:10.1021/ja0259584
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: PPh3; Zn / CH2Cl2 / 0.5 h / 20 °C
1.2: 85 percent / CH2Cl2 / 14 h / 20 °C
2.1: 80 percent / nBu3SnH / Pd(PPh3)4 / toluene / 3 h / 20 °C
3.1: i-Pr2NH; CuI / Pd(PPh3)4 / 40 - 50 °C
3.2: 86 percent / 1.5 h / 0 - 20 °C
4.1: t-BuLi / pentane; diethyl ether / 0.08 h / -90 °C
4.2: 94 percent / I2 / pentane; diethyl ether / 0.17 h / -90 °C
5.1: diisopropylamine; CuI / Pd(PPh3)4 / 40 - 50 °C
5.2: 91 percent / 1 h / 20 °C
With
copper(l) iodide; tert.-butyl lithium; tri-n-butyl-tin hydride; diisopropylamine; triphenylphosphine; zinc;
tetrakis(triphenylphosphine) palladium(0);
In
diethyl ether; dichloromethane; toluene; pentane;
1.2: Corey-Fuchs olefination / 3.2: Sonogashira coupling / 5.2: Sonogashira coupling;
DOI:10.1021/ja0259584
![1-iodo-2-[(1Z)-1-octen-3-ynyl]naphthalene](/Databaselist/images/loading.webp)
