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ALD00610

Sigma-Aldrich

2-(4-Chloro-6-methoxy-1,3,5-triazin-2-yl)benzonitrile

≥95%

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Empirical Formula (Hill Notation):
C11H7ClN4O
CAS Number:
Molecular Weight:
246.65

Assay

≥95%

form

powder

reaction suitability

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

mp

156-159 °C

storage temp.

−20°C

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N-(2-(Phenylthio)ethyl)acetamide

ALD00614

N-(2-(Phenylthio)ethyl)acetamide

form

powder

form

solid

form

powder

form

powder or crystals

reaction suitability

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

reaction suitability

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

reaction suitability

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

reaction suitability

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

mp

156-159 °C

mp

84-85 °C

mp

-

mp

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

-

Application

2-(4-Chloro-6-methoxy-1,3,5-triazin-2-yl)benzonitrile is a bifunctional C-H activation template developed in the Yu lab for the conversion of phenols to 1,3-disubstituted arenes. The template is used for a one-pot Pd-catalyzed meta-selective C-H olefination of phenols followed by a nickel-catalyzed ipso-C-O activation and arylation.

related product

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Jiancong Xu et al.
Journal of the American Chemical Society, 141(5), 1903-1907 (2019-01-23)
The use of a template as a linchpin motif in directed remote C-H functionalization is a versatile yet relatively underexplored strategy. We have developed a template-directed approach to realizing one-pot sequential palladium-catalyzed meta-selective C-H olefination of phenols, and nickel-catalyzed ipso-C-O

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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