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Merck
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重要文件

790397

Sigma-Aldrich

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

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About This Item

經驗公式(希爾表示法):
C6H2BBrF6KN
分子量::
331.89
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22
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化驗

97%

形狀

solid

SMILES 字串

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

InChI 密鑰

WGDRKFJAJWNHQI-UHFFFAOYSA-N

應用

An organotrifluoroborate involved in:
  • Nickel-catalyzed cross-coupling reactions[1] and C-O activation[2]
  • Suzuki cross-coupling[3], [4]
  • Copper-catalyzed cross-coupling reactions[5]
  • Stereoselective Mukaiyama aldol reactions[6]

Organotrifluoroborates as versatile and stable boronic acid surrogates.

象形圖

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訊號詞

Warning

危險聲明

防範說明

危險分類

Eye Irrit. 2 - Skin Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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.
Synthesis of 5-aryl- and 5-heteroaryl-7-carboxyl-8-hydroxyquinaldines through Suzuki cross-coupling reaction with potassium organotrifluoroborates
Synthesis, 4, 619-630 (2010)
Copper catalyzed cross-coupling reactions of diaryl ditellurides with potassium aryltrifluoroborate salts
Journal of the Brazilian Chemical Society, 20, 988-992 (2009)
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
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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