512117
Benzo[b]thien-3-ylboronic acid
≥95.0%
Synonym(s):
Thianaphthene-3-boronic acid
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About This Item
Empirical Formula (Hill Notation):
C8H7BO2S
CAS Number:
Molecular Weight:
178.02
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
Benzo[b]thien-3-ylboronic acid, ≥95.0%
InChI
1S/C8H7BO2S/c10-9(11)7-5-12-8-4-2-1-3-6(7)8/h1-5,10-11H
SMILES string
OB(O)c1csc2ccccc12
InChI key
QVANIYYVZZLQJP-UHFFFAOYSA-N
assay
≥95.0%
mp
225-230 °C (lit.)
Quality Level
Related Categories
Application
Benzo[b]thien-3-ylboronic acid can be used:
- To prepare thienyl substituted pyrimidine derivatives as potent antimycobacterial compounds.
- To prepare 3-O-protected 17-heteroaryl-3-hydroxyestra-1,3,5,16-tetraene-16-carbaldehyde, which in turn is used for the synthesis of heteroarenes-annelated estranes.
- As a substrate in the study of metal-free coupling reactions of allylic alcohols with heteroaryl boronic acids.
- As a starting material for the preparation of thienyl based quinoline and pyridine ligands, which are further used to synthesize platinum complexes.
Other Notes
Contains varying amounts of anhydride
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Synthesis, and structure-activity relationship for C (4) and/or C (5) thienyl substituted pyrimidines, as a new family of antimycobacterial compounds
Verbitskiy EV, et al.
European Journal of Medicinal Chemistry, 97, 225-234 (2015)
Heteroareno-annelated estranes by triene cyclization
Watanabe M, et al.
open chemistry, 4(3), 375-402 (2006)
Synthesis, characterization, and photophysical properties of bismetalated platinum complexes with benzothiophene ligands
Anderson CM, et al.
Journal of Organometallic Chemistry, 882, 10-17 (2019)
Metal-free allylation of electron-rich heteroaryl boronic acids with allylic alcohols
Li X, et al.
Tetrahedron, 72(15), 1873-1880 (2016)
Articles
Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.
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