4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

Base Information

Chemical Name:4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane
CAS No.:1229936-73-5
Molecular Formula:C₂₂H₂₇BO₂S
Molecular Weight:366.332
Hs Code.:

Synonyms:4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

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Chemical Property of 4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

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Technology Process of 4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

There total 8 articles about 4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane 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: 89.0%

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1229936-57-5
3-(2-bromocyclopent-1-enyl)-2-methyl-5-phenylthiophene

: 1229936-73-5
4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

Guidance literature:: 3-(2-bromocyclopent-1-enyl)-2-methyl-5-phenylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/ja1024782

Reference yield:

: 61285-25-4
3-bromo-2-methyl-5-phenylthiophene

: 1229936-73-5
4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

1.2: 1 h / -78 °C / Schlenk technique; Inert atmosphere

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water / 75 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

3.2: 1 h / -78 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; sodium carbonate; In tetrahydrofuran; hexane; water;
DOI:10.3762/bjoc.12.106

Reference yield:

: 1229936-57-5
3-(2-bromocyclopent-1-enyl)-2-methyl-5-phenylthiophene

: 73183-34-3
bis(pinacol)diborane

: 1229936-73-5
4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; XPhos; In 1,4-dioxane; at 120 ℃; Schlenk technique; Inert atmosphere;
DOI:10.1039/d1cc02639a