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790397

Potassium 2-bromo-4-(trifluoromethyl)pyridine-3-trifluoroborate

Name: Potassium 2-bromo-4-(trifluoromethyl)pyridine-3-trifluoroborate
Brand: ALDRICH

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About This Item

Formule empirique (notation de Hill):

C₆H₂BBrF₆KN

Poids moléculaire :

331.89

Numéro MDL:

MFCD27978255

Code UNSPSC :

12352103

ID de substance PubChem :

329768211

Nomenclature NACRES :

NA.22

Essai

97%

Forme

solid

Chaîne SMILES

BrC1=C([B-](F)(F)F)C(C(F)(F)F)=CC=N1.[K+]

InChI

1S/C6H2BBrF6N.K/c8-5-4(7(12,13)14)3(1-2-15-5)6(9,10)11;/h1-2H;/q-1;+1

Clé InChI

WGDRKFJAJWNHQI-UHFFFAOYSA-N

Application

An organotrifluoroborate involved in:

Nickel-catalyzed cross-coupling reactions and C-O activation
Suzuki cross-coupling,
Copper-catalyzed cross-coupling reactions
Stereoselective Mukaiyama aldol reactions

Organotrifluoroborates as versatile and stable boronic acid surrogates.

Pictogrammes

GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319

Conseils de prudence

P305 + P351 + P338

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

MKBQ8430

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Synthesis of 5-aryl- and 5-heteroaryl-7-carboxyl-8-hydroxyquinaldines through Suzuki cross-coupling reaction with potassium organotrifluoroborates

Synthesis, 4, 619-630 (2010)

Nickel-catalyzed C-O activation of phenol derivatives with potassium heteroaryltrifluoroborates.

Gary A Molander et al.

Organic letters, 12(18), 4022-4025 (2010-08-19)

A general method based on nickel-catalyzed C-O activation of various phenol derivatives with potassium (hetero)aryltrifluoroborates has been developed. A large number of heterobiaryls can be easily obtained with yields up to 99% using methanesulfonate cross-coupling partners.

Copper catalyzed cross-coupling reactions of diaryl ditellurides with potassium aryltrifluoroborate salts

Journal of the Brazilian Chemical Society, 20, 988-992 (2009)

A versatile synthesis of unsymmetrical 3,3'-bioxindoles: stereoselective Mukaiyama aldol reactions of 2-siloxyindoles with isatins.

J Michael Ellis et al.

The Journal of organic chemistry, 73(22), 9151-9154 (2008-10-16)

A new synthesis of 3,3'-bioxindoles is reported that is well suited for the preparation of unsymmetrical structures. In the key step, 3-hydroxy-3,3'-bioxindoles are constructed by Mukaiyama aldol reaction of 2-siloxyindoles with isatins. These tertiary carbinols are formed in high diastereoselectivities

Nickel-catalyzed cross-coupling of potassium aryl- and heteroaryltrifluoroborates with unactivated alkyl halides.

Gary A Molander et al.

Organic letters, 12(24), 5783-5785 (2010-11-26)

A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated

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