473790
反式-2-苯基乙烯基硼酸
97%
别名:
(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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关于此项目
线性分子式:
C6H5CH=CHB(OH)2
化学文摘社编号:
分子量:
147.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
产品名称
反式-2-苯基乙烯基硼酸, 97%
InChI
1S/C8H9BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H/b7-6+
SMILES string
OB(O)\C=C\c1ccccc1
InChI key
VKIJXFIYBAYHOE-VOTSOKGWSA-N
assay
97%
mp
146-156 °C (lit.)
functional group
phenyl
Quality Level
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Application
试剂用于
试剂用于制备
- 钯催化的Suzuki-Miyaura偶联反应
- 铑催化的芳基叠氮化物的分子内胺化
- 通过钯催化 Heck-Suzuki 级联反应实现非对映选择性合成
- 铜 (Cu) 介导氰化
- 铑 (Rh) 催化不对称加成
- 通过铱 (Ir) 催化加成反应实现非对映选择性合成
- 钯(Pd)催化的级联环化反应
试剂用于制备
- 非对映选择性 Petasis 硼-曼尼希反应合成光学活性不饱和氨基酸
- 使用钌催化的闭环复分解和异构化，通过Petasis 3-组分反应生成氨基醇二烯
Other Notes
含有不定量的酸酐
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Ligand Effects on the Stereochemical Outcome of Suzuki-Miyaura Couplings
Lu, G-P.; et al.
The Journal of Organic Chemistry, 77, 370-3703 (2012)
Xiangqing Feng et al.
Organic letters, 14(2), 624-627 (2012-01-12)
This paper describes a Rh(I)-catalyzed highly efficient and enantioselective 1,2-addition of arylboronic acids to α-diketones with the use of a simple sulfur-alkene hybrid ligand. With as low as a 0.1 mol % catalyst loading, a variety of optically active α-hydroxyketones
Tomohiro Iwai et al.
Journal of the American Chemical Society, 134(2), 1268-1274 (2011-12-14)
Iridium complexes show high catalytic activity in intermolecular additions of acid chlorides to terminal alkynes to afford valuable (Z)-β-chloro-α,β-unsaturated ketones. Ligands in the catalytic system play a crucial role in this reaction. An N-heterocyclic carbene (NHC) is an efficient ligand
Diastereoselective synthesis of tetrahydroquinolines via a palladium-catalyzed Heck-Suzuki cascade reaction
Wilson, J. E.
Tetrahedron Letters, 53, 2308-2311 (2012)
Erhad Ascic et al.
ACS combinatorial science, 14(4), 253-257 (2012-02-24)
A "build/couple/pair" pathway for the systematic synthesis of structurally diverse small molecules is presented. The Petasis 3-component reaction was used to synthesize anti-amino alcohols displaying pairwise reactive combinations of alkene moieties. Upon treatment with a ruthenium alkylidene-catalyst, these dienes selectively
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