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563862

Sigma-Aldrich

1-(Phenylsulfonyl)-2-indolylboronic acid

Synonym(s):

1-(Phenylsulfonyl)-2-indoleboronic acid

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About This Item

Linear Formula:
C6H5SO2NC8H5B(OH)2
CAS Number:
342404-46-0
Molecular Weight:
301.13
MDL number:
MFCD03086094
UNSPSC Code:
12352103
PubChem Substance ID:
24880137

form

solid

mp

125-130 °C (lit.)

SMILES string

OB(O)c1cc2ccccc2n1S(=O)(=O)c3ccccc3

InChI

1S/C14H12BNO4S/c17-15(18)14-10-11-6-4-5-9-13(11)16(14)21(19,20)12-7-2-1-3-8-12/h1-10,17-18H

InChI key

HXWLCYMHOULBJZ-UHFFFAOYSA-N

General description

Contains varying amounts of anhydride

Application

Reactant for:
  • Synthesis of bioactive indolo[3,2-j]phenanthridine alkaloid, calothrixin B, via an allene-mediated electrocyclic reaction
  • Preparation of arenes via palladium and tris(tert-butyl)phosphine-catalyzed Suzuki cross-coupling
  • Structure-guided development of TbcatB inhibitors as trypanocides
  • Chemoselective and stereoselective oxidative palladium/diamine-catalyzed cross-coupling reactions
  • Petasis boronic Mannich reactions under microwave conditions

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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