6967-92-6

Usage

Uses

Used in Organic Synthesis:
(2-naphthalen-2-yl-2-oxoethylidene)diazenium is used as a building block for the synthesis of more complex chemical structures, contributing to the development of novel organic compounds.
Used in Medicinal Chemistry and Pharmaceutical Research:
(2-naphthalen-2-yl-2-oxoethylidene)diazenium is utilized as a potential candidate in medicinal chemistry and pharmaceutical research, where it may contribute to the discovery and development of new drugs and therapeutic agents.

Upstream product

• 186581-53-3 diazomethane 
• 2243-83-6 2-naphthaloyl chloride 
• 93-09-4 naphthalene-2-carboxylate 
• 51583-97-2 1,3-di(naphthalen-2-yl)propane-1,3-dione 
• 16208-21-2 2-naphthylglyoxal hydrate 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 93-08-3 methyl 2-naphthyl ketone 
• 83584-47-8 Sodium; (Z)-3-naphthalen-2-yl-3-oxo-propen-1-olate 
• 192071-25-3 2-diazo-3-(naphthalen-2'-yl)-3-oxopropanal 
• 87294-96-0 (Z)-3-hydroxy-1-(naphthalen-2'-yl)prop-2-en-1-one 
• 23722-41-0 2-Hydrazono-1-naphthalen-2-yl-ethanone 

Downstream Products

• 64212-22-2 2-(1H-imidazol-1-yl)-1-(2-naphthalenyl)ethanone 
• 581-96-4 2-naphthylacetic acid 
• 71009-17-1 1-[2-hydroxy-2-(2-naphthyl)ethyl]imidazole 
• 1629601-27-9 (2R,3S)-ethyl 2,3-bis(4-bromophenylamino)-4-(naphthalen-2-yl)-4-oxobutanoate 
• 23746-81-8 2-(2-naphthyl)indole 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 50846-93-0 2-chloro-1-(2-naphthyl)ethanone 

Relevant academic research and scientific papers

One-pot synthesis of multi-substituted conjugated dienones by trapping allene carbocations with active ylides

A Rh(ii)/boron reagent co-catalyzed unprecedent transformation was established for the rapid construction of multi-substituted conjugated dienones under mild conditions by trapping allene carbocations with oxonium ylides from simple starting points in yields up to 85%. Two CC double bonds, one C-C and one C-O single bond were built in this one-pot reaction. The diversity-oriented strategy was also established to synthesize alkyne ether and dihydrofuran derivatives by a substrate-depended fashion. This journal is

Phosphoric Acid Catalyzed [4 + 1]-Cycloannulation Reaction of ortho-Quinone Methides and Diazoketones: Catalytic, Enantioselective Access toward cis-2,3-Dihydrobenzofurans

A highly straightforward route to enantiomerically highly enriched cis-2,3-dihydrobenzofurans has been achieved via addition of α-diazocarbonyl compounds to in situ generated o-QMs catalyzed by a chiral Br?nsted acid. This catalytic strategy provides a direct access to 2,3-dihydrobenzofurans in high yields and with up to 91:9 dr and 99:1 er at ambient temperature. Moreover, a unique phenonium-type rearrangement accounts for product formation with an inverted 2,3-substitution pattern.

Preparation method for 2-diazonium-1-alkyl ketone compound

The invention provides a preparation method for a 2-diazonium-1-alkyl ketone compound. The preparation method is characterized in that a beta-dicarbonyl compound, p-toluenesulfonyl azide and methylamine are taken as raw materials, and a catalyst and alkali are not needed under a room-temperature condition, so that the 2-diazonium-1-alkyl ketone compound can be quickly and efficiently generated. Compared with the prior art, the preparation method is safe, simple and convenient to operate, and avoids a diazotization step which is dangerous to operate. The preparation method is gentle in reaction condition, is quick and efficient, and provides a brand-new and more convenient method for quickly and efficiently preparing an alpha-diazonium-alkyl ketone compound, and the method can be applied to the fields such as the chemical pharmaceuticals, the biological field and the material field.

Tandem Synthesis of α-Diazoketones from 1,3-Diketones

A highly efficient synthesis of α-diazoketone was achieved by simply stirring the mixture of 1,3-diketone, TsN3, and MeNH2 in EtOH. It was a tandem reaction including a novel primary amine-catalyzed Regitz diazo transfer of 1,3-diket

One-pot synthesis of polyfunctional pyrazoles: An easy access to α-diazoketones from arylglyoxal monohydrates and tosylhydrazine

A new and efficient method for the generation of α-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated α-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N-H?O hydrogen-bonding.

Preparation of new dialkyl benzene-, biphenyl-, and naphthalene- bis(α-oxoethanedithioates)

Novel arene-bis- and -tris(-oxoethanedithioate) esters of the benzene, the biphenyl, and, in particular, the naphthalene series were prepared by reaction of the corresponding diazoacetyl or bromoacetyl derivatives with elemental sulfur in the presence of triethylamine in dry DMF, and subsequent direct alkylation of the produced dithiocarboxylate anions. The thiolation reaction of the diazoketones was significantly promoted by the addition of anhydrous calcium chloride (calcium chloride-activated thiolation, or CAT). Certain carbonyl-activated methylene and methyl compounds exhibiting no bromo or diazo substituents could be also transformed into dithioesters by the CAT reaction. The structure of three dithioesters was corroborated by X-ray structural analyses. Copyright Taylor & Francis Group, LLC.

Aracyl triflates as derivatizing agents for biological betaines

Several trifluoromethanesulfonates of general structure ArCOCH 2OTf were prepared and their suitability for use as derivatizing agents for the HPLC analysis of betaines was assessed. Four of them (Ar=2′-naphthyl, 2′-fluorenyl, 6′-methoxynaphtha

A new and efficient route toward the preparation of diazo ketones using cyanuric chloride and diazomethane

A new method for the preparation of diazo ketones has been developed. 2,4,6-Trichloro-1,3,5-triazine (cyanuric chloride) has been found to be an excellent coupling reagent allowing for the efficient transfer of diazomethane to a carboxylic acid. Preparation of diazo ketones using carboxylic acids and triazine reagents is considerably more convenient than classical diazo transfer protocols because water does not have to be stringently removed and the entire procedure can be carried out in one-pot. Electron deficient and neutral aryl carboxylic acids were found to give better results than electron rich or aliphatic carboxylic acids. (C) 2000 Elsevier Science Ltd.

Quinolones as gonadotropin releasing hormone (GnRH) antagonists: Simultaneous optimization of the C(3)-aryl and C(6)-substituents

A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to be optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.

Diazoaldehyde Chemistry. Part 1. Transdiazotization of Acylacetaldehydes in Neutral-to-Acidic Medium. A Direct Approach to the Synthesis of α-Diazo-β-oxoaldehydes

First ever non-deformylating transdiazotization of acylacetaldehydes was achieved: the reactions of 2-azido-1-ethylpyridinium tetrafluoroborate (4) with acylacetaldehydes 3 proceeded partially without deformylation to yield 16 new α-diazo-β-oxoaldehydes 1 along with diazomethyl ketones 2, especially in the presence of NaOAc (Scheme 1, Tables 1 and 2).The product distribution was substituent-dependent and could be correlated quantitatively.This new diazotization reaction appears as an alternative, direct, and more general method for the synthesis of these diazooxoaldehydes. α-Oxocycloalkanecarbaldehydes 5 gave only traces (if any) of α-diazocycloalkanones 7, and rearrangement products 6 were isolated (Scheme 2).Mechanisms of the reactions are discussed (Schemes 4 and 5).