Potassium 1-Boc-1H-indole-5-trifluoroborate

Base Information

• Chemical Name: Potassium 1-Boc-1H-indole-5-trifluoroborate
• CAS No.: 1050440-92-0
• Molecular Formula: C13H14BF3KNO2
• Molecular Weight: 323.1602696
• Mol file: 1050440-92-0.mol

Synonyms:Potassium 1-Boc-1H-indole-5-trifluoroborate

Chemical Property of Potassium 1-Boc-1H-indole-5-trifluoroborate

Chemical Property:

• Melting Point: 190-195°C
• PSA: 31.23000
• LogP: 3.47890

Purity/Quality:

Potassium 1-Boc-1H-indole-5-trifluoroborate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Potassium 1-Boc-1H-indole-5-trifluoroborate can be used as a substrate in:The cross-coupling reaction of 2(chloromethyl)-2,1-borazaronaphthalenes with trifluoroborates.Fluorination reactions of potassium salts of aryl and heteroaryl trifluoroborates.Nitrosation reactions of potassium trifluoroborates using nitrosonium tetrafluoroborate.

Technology Process of Potassium 1-Boc-1H-indole-5-trifluoroborate

There total 4 articles about Potassium 1-Boc-1H-indole-5-trifluoroborate 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: 93.0%

potassium hydrogenfluoride (1279123-63-5) + tetrahydroxydiboron (13675-18-8) + 5-bromo-indole-1-carboxylic acid tert-butyl ester (182344-70-3) → 1-(tert-butyloxycarbonyl)-1H-indol-5-ylpotassium trifluoroborates (1050440-92-0)

Guidance literature:

With PdCl(C₆H₄C₆H₄NH₂)(Cy₂PC₆H₄-2-C₆H₂-2',4',6'-i-Pr₃); Cy₂PC₆H₄-2-C₆H₂-2',4',6'-i-Pr₃; K acetate; In ethanol; aryl bromide reacted with B2(OH)4 in EtOH in presence of catalyst (Pt-complex - ligand) and K acetate at 80°C for 2 h; subjected to aq. workup; treated with KHF2; purified by Soxlet extn.;

DOI:10.1021/ja303181m

Reference yield: 86.0%

1,1-dimethylethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate (777061-36-6) → 1-(tert-butyloxycarbonyl)-1H-indol-5-ylpotassium trifluoroborates (1050440-92-0)

Guidance literature:

With KF#HF; In methanol; at 20 ℃; for 2h;

DOI:10.1021/ja804120r

Reference yield:

(1-(tert-butoxycarbonyl)-1H-indol-5-yl)boronic acid (317830-84-5) → 1-(tert-butyloxycarbonyl)-1H-indol-5-ylpotassium trifluoroborates (1050440-92-0)

Guidance literature:

With potassium hydrogenfluoride; In methanol; water; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja303181m

upstream raw materials:

1,1-dimethylethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate

potassium hydrogenfluoride

tetrahydroxydiboron

5-bromo-indole-1-carboxylic acid tert-butyl ester

Downstream raw materials:

tert‐butyl 5‐fluoroindole‐1‐carboxylate

3-(N-Boc-indol-5-yl)-2-phenyl-2,1-borazaronaphthalene

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