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ALD00508

Sigma-Aldrich

Yu Fluorination Ligand

≥95%

Synonym(s):

2,5,6,8-tetramethyl-3,4-dihydro-2H-pyrano[2,3-b]quinoline

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About This Item

Empirical Formula (Hill Notation):
C16H19NO
CAS Number:
1771764-64-7
Molecular Weight:
241.33
UNSPSC Code:
41116155
PubChem Substance ID:
329772697
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

reaction suitability

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

SMILES string

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

InChI

1S/C16H19NO/c1-9-7-10(2)15-12(4)13-6-5-11(3)18-16(13)17-14(15)8-9/h7-8,11H,5-6H2,1-4H3

InChI key

LOKRNFHHPZEJLL-UHFFFAOYSA-N

Related Categories

General description

Yu Fluorination Ligand is widely employed for the chemoselective functionalization of sp2- and sp3 C-H bonds.

Application

The Yu Fluorination Ligand in tandem with Selectfluor(R) (Aldrich 439479) under palladium catalysis can promote direct fluorination of C(sp3)-H bonds stereoselectively. Yu and coworkers have displayed this on amino acid derivatives with directing group assistance from the Yu-Wasa Auxiliary (Aldrich 791806).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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