5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

Base Information

Chemical Name:5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole
CAS No.:1185426-94-1
Molecular Formula:C₂₁H₂₃BFNO₄S
Molecular Weight:415.293
Hs Code.:

Synonyms:5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

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Chemical Property of 5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

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Technology Process of 5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

There total 6 articles about 5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole 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: 73.0%

: 719308-89-1
5-fluoro-1-[(4-methylphenyl)sulfonyl]-1H-indole

: 3-{dimethyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]silyl}-1-propanol

: 1185426-94-1
5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

Guidance literature:: With (2,4,6-triisopropylphenyl)-λ³-iodanediyl diacetate; camphor-10-sulfonic acid; tetrahydrothiophene gold(III) bromide; In chloroform; at 22 ℃; for 1.5h; Sealed tube; Inert atmosphere;
DOI:10.1002/chem.201602893

Reference yield:

: 1448959-34-9
5-fluoro-3-iodo-1-tosyl-1H-indole

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1185426-94-1
5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In 1,4-dioxane; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201300133

Reference yield:

: 399-52-0
5-fluoro-1H-indole

: 1185426-94-1
5-fluoro-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]-1-(4-toluenesulfonyl)-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1: iodine; potassium hydroxide / N,N-dimethyl-formamide / 0.75 h / 20 °C

2: potassium hydroxide / N,N-dimethyl-formamide / 3 h / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,4-dioxane / 4 h / 80 °C / Inert atmosphere; Schlenk technique

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; triethylamine; potassium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201300133