81740-17-2

Usage

Uses

Used in Pharmaceutical Applications:
N-(3-Fluoro-phenyl)-2,2-diMethyl-propionaMide is utilized as a building block in the synthesis of various organic compounds, particularly in the pharmaceutical industry. Its unique chemical properties contribute to the development of new drugs and medicinal agents.
Used in Research Applications:
In the field of research, N-(3-Fluoro-phenyl)-2,2-diMethyl-propionaMide serves as a valuable component for the exploration and understanding of chemical reactions and processes. Its properties make it suitable for use in academic and industrial research settings.
Used in Medicinal Chemistry:
Due to its distinctive chemical characteristics, N-(3-Fluoro-phenyl)-2,2-diMethyl-propionaMide holds potential applications in medicinal chemistry. It can be employed in the design and synthesis of novel compounds with therapeutic potential, further expanding its utility in the healthcare sector.

Upstream product

• 372-19-0 meta-fluoroaniline 
• 3282-30-2 pivaloyl chloride 
• 1416775-71-7 2,2-dimethyl-N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanamide 
• 182344-19-0 3-pivaloylaminophenylboronic acid 

Downstream Products

• 1245795-64-5 ethyl 4-fluoro-2-(pivalamido)phenylcarbamate 
• 178999-25-2 2-(1,1-dimethylethyl)-7-methyl-1,3-benzothiazole 
• 1027370-64-4 2,2-dimethyl-N-(4-chloro-3-fluoro-2-trifluoroacetylphenyl)propanamide 
• 277301-95-8 1-(2-amino-5-chloro-6-fluorophenyl)-2,2,2-trifluoroethanone 
• 277301-97-0 2,2-dimethyl-N-(4-chloro-3-fluorophenyl)propanamide 
• 178999-23-0 N-(3-Fluoro-phenyl)-2,2-dimethyl-thiopropionamide 
• 345318-84-5 4-tert-Butyl-1-(2-tert-butyl-benzooxazol-7-yl)-cyclohexanol 
• 81740-19-4 2-tert-butyl-7-ethylbenzoxzole 
• 81740-21-8 (2-tert-Butyl-benzooxazol-7-yl)-(4-chloro-phenyl)-methanol 

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.

Ligand Promoted Olefination of Anilides for Indirectly Introducing Fluorinated Functional Groups via Palladium Catalyst

We report a palladium-catalyzed, ligand promoted, C-H fluorine-containing olefination of anilides with 4-bromo-3,3,4,4-tetrafluorobutene as the fluorinated reagent, which has a potential transformation into other compounds due to its -CF2CF2Br functional group. -CF2CF2H was obtained by using the mild reducing agent sodium borohydride. Bioactive compounds such as aminoglutethimide derivative and propham were well-tolerated in this reaction, both of which highlight the synthetic importance of this method.

Para -Selective copper-catalyzed C(sp2)-H amidation/dimerization of anilides via a radical pathway

Copper-catalyzed amidation/dimerization of anilides via regioselective C(sp2)-H functionalization is achieved. The para-selective amidation is accomplished on the anilide aromatic ring via a radical pathway leading to C-N bond formation in the presence of ammonium persulfate as a radical source/oxidant for the copper catalyst. The developed protocol tolerates a wide range of anilide substrates. The regioselectivity is confirmed by single-crystal X-ray studies.

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.

A unified strategy for silver-, base-, and oxidant-free direct arylation of C-H bonds

Here, we report a dual catalytic approach for room temperature direct arylation of C-H bonds with aryldiazonium salts as a simple aryl group donor, also working as an internal oxidant via C-N2 bond cleavage. This unified strategy has been achieved by the synergistic combination of visible-light metal-free photoredox and palladium catalysis under silver-, base- and/or additive-free conditions. The broad substrate scope, functional group tolerance, excellent regioselectivity and redox-neutral conditions of this process make it attractive for the effective synthesis of a wide range of important N-heterocyclic commodities such as dibenzo[b,d]azepine, carbazole and phenanthridine.

Reusable and Magnetic Palladium and Copper Oxide Catalysts in Direct ortho and meta Arylation of Anilide Derivatives

We report a general, direct C-H arylation of anilide derivatives using reusable palladium or copper oxide on magnetite as heterogeneous precatalysts. Highly selective ortho and meta arylations are achieved using electronically and sterically diverse diaryliodonium salts. Catalytically active soluble species from the heterogeneous precursors were detected by experimental techniques. Preliminary mechanistic investigation suggests different reaction pathways for each of the catalysts.

FLUORINATION OF ARYL COMPOUNDS

The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18F.

A highly efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides

An efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides was developed. A variety of anilides reacted with aryl acylperoxides to afford the corresponding ortho-arylation products, and N-methoxyarylamides generated phenanthridinones. This journal is

Copper-mediated fluorination of arylboronate esters. Identification of a Copper(III) fluoride complex

A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl-copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.

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.