473790
trans-2-Phenylvinylboronic acid
97%
Sinónimos:
(E)-2-phenyl-Etheneboronic acid, (E)-Phenylethenylboronic acid, (E)-Styreneboronic acid, (E)-Styrylboronic acid, trans-(2-Phenylethenyl)boronic acid, trans-Phenylvinyl boronic acid
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Fórmula lineal:
C6H5CH=CHB(OH)2
Número CAS:
Peso molecular:
147.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Servicio técnico
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Permítanos ayudarleQuality Level
assay
97%
mp
146-156 °C (lit.)
functional group
phenyl
SMILES string
OB(O)\C=C\c1ccccc1
InChI
1S/C8H9BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H/b7-6+
InChI key
VKIJXFIYBAYHOE-VOTSOKGWSA-N
Application
Reagent used for
Reagent used in Preparation of
- Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions
- Rhodium (Rh)-catalyzed intramolecular amination of aryl azides
- Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction
- Copper (Cu)-mediated cyanation
- Rhodium (Rh)-catalyzed asymmetric addition
- Diastereoselective synthesis via iridium (Ir)-catalyzed addition
- Palladium (Pd)-catalyzed cascade cyclization
Reagent used in Preparation of
- Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction
- Amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization
Other Notes
Contains varying amounts of anhydride
Clase de almacenamiento
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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Diastereoselective synthesis of tetrahydroquinolines via a palladium-catalyzed Heck-Suzuki cascade reaction
Wilson, J. E.
Tetrahedron Letters, 53, 2308-2311 (2012)
Rebecca L Greenaway et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(51), 14366-14370 (2011-11-25)
Cascade reactions: A modular assembly of azabicycles by using a cascade cyclization/Suzuki coupling/6π-electrocyclization of bromoenynamides is reported. The reaction offers a wide substituent scope on the bicyclic aminodiene products, which can be selectively oxidized as a general approach to aromatic
Palladium(0)-catalyzed direct cross-coupling reaction of allyl alcohols with aryl- and vinyl-boronic acids
Hirokazu Tsukamoto, et al.
Chemical Communications (Cambridge, England), 1200-1201 (2004)