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Merck
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文件

473790

Sigma-Aldrich

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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About This Item

线性分子式:
C6H5CH=CHB(OH)2
CAS号:
6783-05-7
分子量:
147.97
MDL號碼:
MFCD00963621
分類程式碼代碼:
12352103
PubChem物質ID:
24870932
NACRES:
NA.22

化驗

97%

mp

146-156 °C (lit.)

SMILES 字串

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 密鑰

VKIJXFIYBAYHOE-VOTSOKGWSA-N

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應用

试剂用于
  • 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

其他說明

含有不定量的酸酐

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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苯乙基硼酸

Sigma-Aldrich

588423

苯乙基硼酸

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
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)
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
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