Category: 219543-09-6

Qiu, Joseph C. published the artcileSelective Oxoammonium Salt Oxidations of Alcohols to Aldehydes and Aldehydes to Carboxylic Acids, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Organic Letters (2012), 14(1), 350-353, database is CAplus and MEDLINE.

The oxidation of alcs. to aldehydes using stoichiometric 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (I) in CH₂Cl₂ at room temperature is a highly selective process favoring reaction at the carbinol center best able to accommodate a pos. charge. The oxidation of aldehydes to carboxylic acids by I in wet acetonitrile is also selective; the rate of the process correlates with the concentration of aldehyde hydrate. A convenient and high yield method for oxidation of alcs. directly to carboxylic acids has been developed.

Organic Letters published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Hassannia, Ali published the artcileA simple and efficient synthesis of 1,4- and 1,5-dioxepan-2-one, Application of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Letters in Organic Chemistry (2009), 6(6), 478-480, database is CAplus.

A novel synthesis of 1,4- and 1,5-dioxepan-2-one lactones was achieved through the regioselective oxidation of 3-(2-hydroxyethoxy)propan-1-ol. Under basic conditions, when 3-(2-hydroxyethoxy)propan-1-ol was oxidized using oxoammonium salts, a quant. oxidative esterification was observed, resulting in a regioselective lactone ring closure. This oxidation was tailored to afford 1,4-dioxepan-2-one in very good yield.

Letters in Organic Chemistry published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Application of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Loman, Jacob J. published the artcileOxidative Cleavage of Silyl Ethers by an Oxoammonium Salt, Application In Synthesis of 219543-09-6, the publication is Synlett (2016), 27(16), 2372-2377, database is CAplus.

A method for the oxidative cleavage of silyl ethers to their corresponding carbonyl species mediated by an oxoammonium salt is described. The resulting aldehydes and ketones are obtained under mild reaction conditions with no observed over oxidation For robust substrates, heating to reflux temperatures significantly reduces the reaction time.

Synlett published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Application In Synthesis of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Qiu, Joseph C. published the artcileSelective Oxoammonium Salt Oxidations of Alcohols to Aldehydes and Aldehydes to Carboxylic Acids [Erratum to document cited in CA156:073637], HPLC of Formula: 219543-09-6, the publication is Organic Letters (2012), 14(15), 4034, database is CAplus.

On page S3 of the Supporting Information, describing the General Procedure for the Oxidation of Alcs. to Carboxylic Acids, the oxidant itself and the amount of oxidant were omitted; the correct version of the Supporting Information is given.

Organic Letters published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, HPLC of Formula: 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Nicolaou, K. C. published the artcileSynthesis and Biological Investigation of Δ¹²-Prostaglandin J₃ (Δ¹²-PGJ₃) Analogues and Related Compounds, Synthetic Route of 219543-09-6, the publication is Journal of the American Chemical Society (2016), 138(20), 6550-6560, database is CAplus and MEDLINE.

A series of Δ¹²-prostaglandin J₃ (Δ¹²-PGJ₃) analogs and derivatives were synthesized employing an array of synthetic strategies developed specifically to render them readily available for biol. investigations. The synthesized compounds were evaluated for their cytotoxicity against a number of cancer cell lines, revealing nanomolar potencies for a number of them against certain cancer cell lines. Four analogs (I–IV) demonstrated inhibition of nuclear export through a covalent addition at Cys528 of the export receptor Crm1. One of these compounds (i.e., II) is currently under evaluation as a potential drug candidate for the treatment of certain types of cancer. These studies culminated in useful and path-pointing structure-activity relationships (SARs) that provide guidance for further improvements in the biol./pharmacol. profiles of compounds within this class.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Synthetic Route of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Yonekuta, Yasunori published the artcileStructural implication of oxoammonium cations for reversible organic one-electron redox reaction to nitroxide radicals, Related Products of piperidines, the publication is Chemistry Letters (2007), 36(7), 866-867, database is CAplus.

Structures and electrochem. behaviors of nitroxide radicals reveal that their rapid and reversible redox reactions are based not only on their chem. stability but also on the increased sp² character of nitrogens which is intermediate between the purely sp² and sp³ nitrogens in oxoammonium cations and amines, resp.

Chemistry Letters published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C2H4ClNO, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Kelly, Christopher B. published the artcileOxidative cleavage of allyl ethers by an oxoammonium salt, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Organic & Biomolecular Chemistry (2015), 13(14), 4255-4259, database is CAplus and MEDLINE.

A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, the cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones. E.g, oxidative cleavage of allyl ether (I) in presence of oxoammonium salt (II) gave 79% α,β-unsaturated aldehyde (III).

Organic & Biomolecular Chemistry published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

D’Amato, Erica M. published the artcileSelective Aromatic C-H Hydroxylation Enabled by η⁶-Coordination to Iridium(III), Formula: C11H21BF4N2O2, the publication is Organometallics (2015), 34(18), 4626-4631, database is CAplus and MEDLINE.

Authors report here an aromatic C-H hydroxylation protocol in which the arene is activated through η⁶-coordination to an iridium(III) complex. η⁶-Coordination of the arene increases its electrophilicity and allows for high positional selectivity of hydroxylation at the site of least electron d. Through investigation of intermediate η⁵-cyclohexadienyl adducts and arene exchange reactions, it was evaluated that incorporation of arene π-activation into a catalytic cycle for C-H functionalization.

Organometallics published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Formula: C11H21BF4N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Milo, Anat published the artcileA data-intensive approach to mechanistic elucidation applied to chiral anion catalysis, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Science (Washington, DC, United States) (2015), 347(6223), 737-743, database is CAplus and MEDLINE.

Knowledge of chem. reaction mechanisms can facilitate catalyst optimization, but extracting that knowledge from a complex system is often challenging. Here, the authors present a data-intensive method for deriving and then predictively applying a mechanistic model of an enantioselective organic reaction. As a validating case study, the authors selected an intramol. dehydrogenative C-N coupling reaction, catalyzed by chiral phosphoric acid derivatives, in which catalyst-substrate association involves weak, noncovalent interactions. Little was previously understood regarding the structural origin of enantioselectivity in this system. Catalyst and substrate substituent effects were probed by systematic phys. organic trend anal. Plausible interactions between the substrate and catalyst that govern enantioselectivity were identified and supported exptl., indicating that such an approach can afford an efficient means of leveraging mechanistic insight so as to optimize catalyst design.

Science (Washington, DC, United States) published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Bobbitt, James M. published the artcileOxoammonium Salts. 6. 4-Acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate: A stable and convenient reagent for the oxidation of alcohols. Silica gel catalysis, Computed Properties of 219543-09-6, the publication is Journal of Organic Chemistry (1998), 63(25), 9367-9374, database is CAplus.

The title piperidine-1-oxoammonium perchlorate I is a stable, nonhygroscopic oxoammonium salt that is easily prepared and can be used for the oxidation of alcs. to ketones or aldehydes in near quant. yields. The reaction is colorimetric, does not require anhydrous conditions, does not involve heavy metals, and can be carried out conveniently. Furthermore, the oxidant can be easily regenerated. The oxidation is somewhat specific in that the relative reactivities of an allyl alc. (geraniol), benzaldehyde, and 1-decanol are about 1001:0.1. The reaction is catalyzed by silica gel.

Journal of Organic Chemistry published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Computed Properties of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem