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Key Documents

ALD00004

Sigma-Aldrich

Li-Yu t-Butyl Quinoline

95%

Synonym(s):

3,4-Dihydro-7-tert-butyl-2,5-dimethyl-2H-pyrano[2,3-b]quinoline

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About This Item

Empirical Formula (Hill Notation):
C18H23NO
Molecular Weight:
269.38
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

solid

reaction suitability

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

mp

202-207 °C

SMILES string

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

InChI

1S/C18H23NO/c1-11-6-8-14-12(2)15-10-13(18(3,4)5)7-9-16(15)19-17(14)20-11/h7,9-11H,6,8H2,1-5H3

InChI key

HGKGTNXPFXRVQB-UHFFFAOYSA-N

Application

Ligand is optimal for gamma C-H functionalization of aliphatic acids through Pd-catalyzed C-H activation. The Yu group has demonstrated a variety of transformations, such as olefination, carbonylation, and arylation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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