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ALD00506

Sigma-Aldrich

Yu 硼化配体

≥95%

别名:

2,4-dimethoxyquinoline, Montanine

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About This Item

经验公式（希尔记法）:
C11H11NO2
CAS号:
40335-00-0
分子量:
189.21
MDL號碼:
MFCD27950422
分類程式碼代碼:
41116155
PubChem物質ID:
329772696
NACRES:
NA.22

化驗

≥95%

形狀

powder

反應適用性

reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation

SMILES 字串

COC1=CC(OC)=NC2=CC=CC=C21

InChI

1S/C11H11NO2/c1-13-10-7-11(14-2)12-9-6-4-3-5-8(9)10/h3-7H,1-2H3

InChI 密鑰

XSZBLRGKCBUWRJ-UHFFFAOYSA-N

一般說明

Yu Borylation Ligand, also referred to as 2,4-dimethoxyquinoline, has been developed by Professor Jin-Quan Yu and coworkers. 2,4-dimethoxyquinoline can be prepared by reacting 2,4-dichloroquinoline with sodium methoxide.

應用

The Yu Borylation Ligand in tandem with bis(pinacolato)diboron (Aldrich 473294) under palladium catalysis can promote direct borylation of C(sp3)-H bonds. Yu and coworkers have displayed this on both alanine-derived amides and cyclopropanes with directing group assistance from the Yu-Wasa Auxiliary (Aldrich 791806).
Yu Borylation Ligand (2,4-Dimethoxyquinoline) may be used as a starting reagent in the synthesis of 2,4 -dimethoxy-3-(3methylbut-2-enyl)quinoline and 4-methoxy-1H-quinolin-2-one. It may also be used in the preparation of isoprenyl derivatives.

其他說明

Ligand-Promoted Borylation of C(sp3)-H Bonds with Palladium(II) Catalysts

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

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

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Regioselective synthesis and biological evaluation of novel bis (2-chloroquinolines).
Rajesh K, et al.
Research on Chemical Intermediates, 39(9), 4259-4267 (2013)
Keith Jones et al.
Organic & biomolecular chemistry, 1(24), 4380-4383 (2003-12-20)
The synthesis of the quinoline alkaloid atanine 6, by selective demethylation of the 2,4-dimethoxyquinoline 11 is presented. An alternative demethylation utilising a thiolate anion leads to the regioisomeric 4-hydroxyquinoline 13.
Ultrasound-promoted synthesis of novel 2-chloroquinolin-4-pyrimidine carboxylate derivatives as potential antibacterial agents.
Balaji GL, et al.
Research on Chemical Intermediates, 39(4), 1807-1815 (2013)
Quinoline alkaloids. Part XIII. A convenient synthesis of furoquinoline alkaloids of the dictamnine type.
Collins JF, et al.
Journal of the Chemical Society. Perkin Transactions 1, 94-97 (1973)

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