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750263

Sigma-Aldrich

Potassium 1-(phenylsulfonyl)-1H-indole-3-trifluoroborate

95%

Synonym(s):

Potassium 1-(phenylsulfonyl)-3-indoletrifluoroborate, Potassium 1-(phenylsulfonyl)-3-indolyltrifluoroborate

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About This Item

Empirical Formula (Hill Notation):
C14H10BF3KNO2S
Molecular Weight:
363.20
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

mp

283-290 °C

SMILES string

[K+].F[B-](F)(F)c1cn(c2ccccc12)S(=O)(=O)c3ccccc3

InChI

1S/C14H10BF3NO2S.K/c16-15(17,18)13-10-19(14-9-5-4-8-12(13)14)22(20,21)11-6-2-1-3-7-11;/h1-10H;/q-1;+1

InChI key

XLOGEONPZAROPE-UHFFFAOYSA-N

Application

Potassium 1-(phenylsulfonyl)-1H-indole-3-trifluoroborate can be used as a reactant in:
  • The palladium-catalyzed Suzuki-Miyaura α-arylation reaction.
  • The nucleophilic addition reactions.
  • The preparation of indole substituted borazaronaphthalene.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2, 1-Borazaronaphthalenes
Davies GHM, et al.
The Journal of Organic Chemistry, 82(1), 549-555 (2017)
Oxyallyl Cation Capture via Electrophilic Deborylation of Organoboronates: Access to α , α `-Substituted Cyclic Ketones
Nguyen TN, et al.
Organic Letters, 21(19), 7837-7840 (2019)
Gary A Molander et al.
The Journal of organic chemistry, 78(8), 4123-4131 (2013-04-11)
A method has been developed for the Pd-catalyzed synthesis of α-(hetero)aryl esters and amides through a Suzuki-Miyaura cross-coupling reaction. This method avoids the use of strong base, does not necessitate inert or low temperature formation of reagents, and does not

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