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Usage

Uses

Used in Pharmaceutical Industry:
N-(2,4-DIMETHYLPHENYL)PIVALAMIDE is used as a synthetic intermediate for the development of various pharmaceuticals. Its amide and pivaloyl groups contribute to the formation of complex organic molecules, enhancing the therapeutic potential of the resulting compounds.
Used in Organic Chemistry Research:
In the field of organic chemistry, N-(2,4-DIMETHYLPHENYL)PIVALAMIDE is utilized as a building block for creating diverse organic molecules. Its unique structure allows for various chemical reactions, enabling researchers to explore new pathways and synthesize novel compounds with potential applications in various industries.
Used in Chemical Synthesis:
N-(2,4-DIMETHYLPHENYL)PIVALAMIDE is employed as a key component in the synthesis of a wide range of organic compounds. Its functional groups facilitate multiple chemical reactions, making it an essential component in the production of various chemical products, including specialty chemicals and advanced materials.

Upstream product

• 3282-30-2 pivaloyl chloride 
• 95-68-1 2,4-Xylidine 

Downstream Products

• 1323369-04-5 N-(4-(2-tert-butyl-6,8-dimethyl-4H-benzo[d][1,3]oxazin-4-yl)-2-methylphenyl)pivalamide 
• 1245795-58-7 benzyl 3,5-dimethyl-2-(pivalamido)phenylcarbamate 
• 1245795-51-0 ethyl 3,5-dimethyl-2-(pivalamido)phenylcarbamate 
• 1245795-57-6 2,2,2-trichloroethyl 3,5-dimethyl-2-(pivalamido)phenylcarbamate 
• 1253779-02-0 N-(2-methyl-4-((N-(phenylsulfonyl)phenylsulfonamido)methyl)phenyl)pivalamide 
• 69622-41-9 2-(tert-butyl)-5-methyl-1H-indole 

Relevant academic research and scientific papers

Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature

The unsymmetrical biaryls (Ar1-Ar2) produced by the catalytic cross-couplings of aryl halides (Ar1-halo) with aryl metallics (Ar2-M) in the loading ratio of 1:1 are popular in chemical synthesis. In contrast, there has been less precedence on the same biaryls produced effectively from two normal aryl C-H bonds with equivalent loading. Here, we report that, in a palladium/oxidant/acid catalytic system at room temperature, one arene (Ar1-H, 1 equiv) can highly selectively couple with the other one (Ar2-H, 1 equiv) to afford the target Ar1-Ar2 just by controlling the directing groups and the substituted groups on their phenyl rings. The utility of this one-one cross-coupling is also demonstrated by synthesis of a few bioactive molecules.

Palladium(II)-Catalyzed Oxidative Homo- and Cross-Coupling of Aryl ortho -sp2 C-H Bonds of Anilides at Room Temperature

The preparation of secondary 2,2'-bisanilides has been successfully achieved through an oxidative coupling of aryl ortho-sp2 C-H bonds of anilides in the presence of catalytic Pd(OAc)2 and K2S2O8 as an oxidant in MsOH/CF3CO2H (TFA) at room temperature (25 °C). The aromatic rings of anilides substituted by various electron-donating or electron-withdrawing groups are tolerant in these coupling reactions.

Palladium-Catalysed Synthesis of α-(Trifluoromethyl)styrenes by Means of Directed C-H Bond Functionalization

We report the first introduction of 2-bromo-3,3,3-trifluoropropene (BTP) by directed C-H bond functionalization. The developed method gives straightforward access to α-(trifluoromethyl)styrene derivatives without prior prefunctionalization of the substrates. This palladium-catalysed transformation was applied to a broad range of substrates, and the corresponding trifluoromethylated products were obtained in good yields. This approach represents an alternative pathway to the classical method previously used to access such molecules.

Copper-catalyzed dehydrogenative cross-coupling reactions of N-para-tolylamides through successive C-H activation: Synthesis of 4H-3,1-benzoxazines

A novel annulation reaction of readily available tolylamides was catalyzed by Cu(OTf)2 in the presence of Selectfluor and water through successive intermolecular C-H activated dehydrogenative cross-coupling reactions of benzylic methyl C(sp3)-H and aromatic C(sp2)-H bonds, and subsequent intramolecular C-O bond formation (see scheme). Copyright

Remote amide-directed palladium-catalyzed benzylic C-H amination with N-fluorobenzenesulfonimide

An unprecedented remote amide-directed palladium-catalyzed intermolecular highly selective benzylic C-H amination with N-fluorobenzenesulfonimide is developed, which represents the first direct benzylic C-H amination with a non-nitrene nitrogen source. This methodology provides a novel approach to circumvent the common ortho aromatic C-H selectivity in directed palladium catalyzed C-H functionalization.

Pd-catalyzed intermolecular ortho-C-H amidation of anilides by N-nosyloxycarbamate

A palladium-catalyzed ortho-C-H amidation of anilides by N-nosyloxycarbamates was developed for the synthesis of 2-aminoanilines. This reaction can be carried out under relatively mild conditions and exhibits excellent regioselectivity and functional group tolerance. The amidation reaction is probably initiated by rate-limiting C-H cyclopalladation (k H/kD = 3.7) to form an arylpalladium complex, followed by nitrene functionalization.