Technology Process of (Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydro-1H-spiro[cyclopenta[b]indole-2,2'-[1,3]dioxolane]
There total 6 articles about (Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydro-1H-spiro[cyclopenta[b]indole-2,2'-[1,3]dioxolane] which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate;
In
1,4-dioxane;
at 50 ℃;
for 72h;
stereospecific reaction;
Darkness;
Inert atmosphere;
DOI:10.1021/ol201812n
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere
2.1: iodine; silver trifluoromethanesulfonate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexanes / 1.25 h / -78 - 20 °C / Inert atmosphere
3.2: 2 h / -78 - -10 °C / Inert atmosphere
4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 48 h / -78 - -42 °C / Inert atmosphere
5.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,4-dioxane / 72 h / 50 °C / Darkness; Inert atmosphere
With
tris-(dibenzylideneacetone)dipalladium(0); n-butyllithium; trimethylsilyl trifluoromethanesulfonate; iodine; silver trifluoromethanesulfonate; caesium carbonate; triethylamine; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; N,N-dimethyl-formamide;
5.1: tandem Heck-Suzuki-Miyaura reaction;
DOI:10.1021/ol201812n
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 1.25 h / -78 - 20 °C / Inert atmosphere
1.2: 2 h / -78 - -10 °C / Inert atmosphere
2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 48 h / -78 - -42 °C / Inert atmosphere
3.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,4-dioxane / 72 h / 50 °C / Darkness; Inert atmosphere
With
tris-(dibenzylideneacetone)dipalladium(0); n-butyllithium; trimethylsilyl trifluoromethanesulfonate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane;
3.1: tandem Heck-Suzuki-Miyaura reaction;
DOI:10.1021/ol201812n
