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Key Documents

ALD00002

Sigma-Aldrich

Li-Quinoline Ligand

Synonym(s):

3,4-Dihydro-2,5-dimethyl-2H-pyrano[2,3-b]quinoline

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About This Item

Empirical Formula (Hill Notation):
C14H15NO
CAS Number:
Molecular Weight:
213.28
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

solid

reaction suitability

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

mp

143-147 °C

SMILES string

CC1=C2C(OC(C)CC2)=NC3=C1C=CC=C3

InChI

1S/C14H15NO/c1-9-7-8-12-10(2)11-5-3-4-6-13(11)15-14(12)16-9/h3-6,9H,7-8H2,1-2H3

InChI key

ZENOEMLZOZWVRD-UHFFFAOYSA-N

Application

Ligand can be used in the presence of Pd(TFA)2 (Aldrich 299685) to promote C-H activation of β-Aryl-α-amino acids. This product has shown to be optimal with a 2:1 ratio of Ligand:Pd Source for several examples reported by the Yu group.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Related Content

The Yu program centers around the discovery of catalytic carbon–carbon and carbon–heteroatom bond forming reactions based on C–H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of a drug molecule or a major class of biologically active compounds.

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