(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

Base Information

Chemical Name:(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one
CAS No.:1320213-47-5
Molecular Formula:C₂₂H₂₃NO₂Si
Molecular Weight:361.516
Hs Code.:

Synonyms:(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

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Chemical Property of (Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

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Technology Process of (Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

There total 7 articles about (Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one 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: 90.0%

: 1320213-46-4
(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydro-1H-spiro[cyclopenta[b]indole-2,2'-[1,3]dioxolane]

: 1320213-47-5
(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

Guidance literature:: With hydrogenchloride; water; In acetone; at 20 ℃; for 0.333333h;
DOI:10.1021/ol201812n

Reference yield:

: 1320213-37-3
1-(2-iodo-1H-indol-3-yl)-4-(trimethylsilyl)but-3-yn-2-one

: 1320213-47-5
(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 48 h / -78 - -42 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,4-dioxane / 72 h / 50 °C / Darkness; Inert atmosphere

3: hydrogenchloride; water / acetone / 0.33 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; water; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; dichloromethane; acetone; 2: tandem Heck-Suzuki-Miyaura reaction;
DOI:10.1021/ol201812n

Reference yield:

: C₁₄H₁₅NO₄

: 1320213-47-5
(Z)-3-((4-methoxyphenyl)(trimethylsilyl)methylene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one

Guidance literature:: Multi-step reaction with 6 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

6.1: hydrogenchloride; water / acetone / 0.33 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; water; iodine; silver trifluoromethanesulfonate; caesium carbonate; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; N,N-dimethyl-formamide; acetone; 5.1: tandem Heck-Suzuki-Miyaura reaction;
DOI:10.1021/ol201812n