ALD00506

Yu Borylation Ligand

≥95%

• Synonym(e): 2,4-dimethoxyquinoline, Montanine
• Empirische Formel (Hill-System): C₁₁H₁₁NO₂
• CAS-Nummer: 40335-00-0
• Molekulargewicht: 189.21
• MDL-Nummer: MFCD27950422
• UNSPSC-Code: 41116155
• PubChem Substanz-ID: 329772696
• NACRES: NA.22

Eigenschaften

• Assay: ≥95%
• Form: powder
• Eignung der Reaktion: reagent type: catalyst; reagent type: ligand; reaction type: C-H Activation
• SMILES String: 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
• InChIKey: XSZBLRGKCBUWRJ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sonstige Hinweise

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

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302,H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable