Technology Process of methyl 2-([1,1′-biphenyl]-4-yl)-7,8-dihydro-6H-[7]annulene[b]thiophene-5-carboxylate
There total 7 articles about methyl 2-([1,1′-biphenyl]-4-yl)-7,8-dihydro-6H-[7]annulene[b]thiophene-5-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Crabtree's catalyst; silver carbonate;
In
1,4-dioxane;
at 170 ℃;
for 12h;
regioselective reaction;
Inert atmosphere;
Sealed tube;
DOI:10.1021/jo400692p
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
1.2: 1.5 h / Inert atmosphere
2.1: hydrazine hydrate; potassium hydroxide / 15 h / Inert atmosphere; Reflux; Dean-Stark
3.1: phosphorus pentoxide / toluene / 3 h / Inert atmosphere; Reflux
4.1: sodium methylate / 10 h / Inert atmosphere; Reflux
5.1: sodium tetrahydroborate / dichloromethane; methanol / 3 h / -20 - -10 °C / Inert atmosphere
6.1: triethylamine / dichloromethane / Inert atmosphere
6.2: Inert atmosphere
7.1: Crabtree's catalyst; silver carbonate / 1,4-dioxane / 12 h / 170 °C / Inert atmosphere; Sealed tube
With
aluminum (III) chloride; sodium tetrahydroborate; Crabtree's catalyst; phosphorus pentoxide; sodium methylate; hydrazine hydrate; triethylamine; silver carbonate; potassium hydroxide;
In
1,4-dioxane; methanol; dichloromethane; toluene;
1.1: |Friedel-Crafts Acylation / 3.1: |Wolff-Kishner Reduction / 4.1: |Claisen Condensation;
DOI:10.1021/jo400692p
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrazine hydrate; potassium hydroxide / 15 h / Inert atmosphere; Reflux; Dean-Stark
2.1: phosphorus pentoxide / toluene / 3 h / Inert atmosphere; Reflux
3.1: sodium methylate / 10 h / Inert atmosphere; Reflux
4.1: sodium tetrahydroborate / dichloromethane; methanol / 3 h / -20 - -10 °C / Inert atmosphere
5.1: triethylamine / dichloromethane / Inert atmosphere
5.2: Inert atmosphere
6.1: Crabtree's catalyst; silver carbonate / 1,4-dioxane / 12 h / 170 °C / Inert atmosphere; Sealed tube
With
sodium tetrahydroborate; Crabtree's catalyst; phosphorus pentoxide; sodium methylate; hydrazine hydrate; triethylamine; silver carbonate; potassium hydroxide;
In
1,4-dioxane; methanol; dichloromethane; toluene;
2.1: |Wolff-Kishner Reduction / 3.1: |Claisen Condensation;
DOI:10.1021/jo400692p
