6832-17-3

Upstream product

• 23722-34-1 2-hydrazono-1-(4-methoxyphenyl)ethanone 
• 31706-15-7 3-(4-methoxy-phenyl)-3-oxo-propionaldehyde 
• 38502-65-7 1-(4-nitrophenyl)-3-(4-methoxyphenyl)propane-1,3-dione 
• 6327-79-3 1-(4-methoxyphenyl)-3-phenylpropane-1,3-dione 
• 1078202-81-9 C₁₂H₁₆N₂O₂Si 
• 18362-51-1 1,3-bis(4'-methoxyphenyl)propane-1,3-dione 
• 186581-53-3 diazomethane 
• 6595-28-4 2-azido-1-(4-methoxyphenyl)ethan-1-one 
• 15191-68-1 4,4,4-trifluoro-1-(4-methoxyphenyl)-1,3-butanedione 
• 16208-17-6 2,2-dihydroxy-1-(4-methoxyphenyl)ethan-1-one 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 100-09-4 4-methoxybenzoic acid 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 72818-30-5 Anisoyl-4-tolylsulfon 

Downstream Products

• 21160-26-9 2-methoxy-1-(4-methoxy-phenyl)-ethanone 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 33108-93-9 α-chloro-α-oximino-p-methoxyacetophenone 
• 86601-72-1 2-benzylamino-1-(4-methoxy-phenyl)-ethanol 
• 58518-78-8 p-methoxyphenacyl acetate 
• 5784-95-2 2-(4-methoxyphenyl)-1H-indole 
• 7397-16-2 (4-methoxy-phenyl)-glyoxal-bis-phenylhydrazone 
• 34800-47-0 2'-phenyl-(4-methoxyphenyl)acetohydrazide 
• 37818-09-0 1-(4-methoxy-phenyl)-2-((Z)-6-methyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolin-5-ylidene)-ethanone 
• 7714-03-6 1,1,2-Tris-methylmercapto-3-(4-methoxy-phenyl)-propanon-(3) 
• 7714-04-7 1,1,2-Tris-ethylmercapto-3-(4-methoxy-phenyl)-propanon-⁽³⁾ 
• 22177-09-9 (4-chloro-phenyl)-[5-(4-methoxy-phenyl)-6H-[1,3,4]thiadiazin-2-yl]-amine 
• 94960-18-6 N-[4-(4-methoxy-benzoyl)-[1,2,3]thiadiazol-5-yl]-3-methyl-benzamide 
• 93870-11-2 N-[4-(4-methoxy-benzoyl)-[1,2,3]thiadiazol-5-yl]-2-methyl-benzamide 

Relevant academic research and scientific papers

NovelN-transfer reagent for converting α-amino acid derivatives to α-diazo compounds

A novel universalN-transfer reagent for direct and effective transformation of α-amino ketones, acetamides, and esters to the corresponding α-diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of α-substituted-α-diazo carbonyl compounds from α-amino acid derivatives but also permits preparation of α-diazo dipeptides fromN-terminal dipeptides (32 examples, up to 91%).

N-transfer reagent and method for preparing the same and its application

Provided are a novel N-transfer reagent and a method for preparing the same and its application. The N-transfer reagent is represented by the following Formula (I): The various novel N-transfer reagents of the present invention can be quickly prepared by employing different nitrobenzene precursors. The N-transfer reagents can directly convert a variety of amino compounds into diazo compounds under mild conditions. Particularly, the N-transfer reagents can facilitate the synthesis of the diazo compounds. The application of synthesizing diazo compounds of the present invention can greatly decrease the difficulty in operation, increase the safety during experiments, reduce the cost of production and the environmental pollution, and enhance the industrial value of diazo compounds.

Practical Application of the Aqueous 'Sulfonyl-Azide-Free' (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters

The earlier described 'sulfonyl-Azide-free' ('SAFE') protocol for diazo transfer to CH-Acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a se

Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds

This paper reports on the selective conversion of alkyl azido groups at the carbonyl α-position to diazo compounds. Through β-elimination of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl moieties were transformed into α-diazo carbonyl groups in one step. As these reaction conditions do not involve aryl or general alkyl azides, site-selective conversions of di- and triazides were achieved. Through this method, the successive site-selective conjugation of the triazido molecule with three different components is demonstrated.

Photoinduced Multicomponent Synthesis of α-Silyloxy Acrylamides, an Unexplored Class of Silyl Enol Ethers

The photoinduced, multicomponent reaction of α-diazoketones, silanols, and isocyanides affords α-silyloxy acrylamides, formally derived from α-keto amides. The presence of a secondary amido group makes classic preparative methods for silyl enol ethers unfeasible in this case, while the mild conditions required by this photochemical approach allow their synthesis in good yields; moreover, the general structure can be easily modified by varying each component of the multicomponent reaction. Fine-tuning of the reaction conditions (i.e., solvents, radiation, additives) can be exploited to obtain complete Z selectivity. The reactivity of this overlooked class of silyl enol ethers has been investigated, and features that could pave the way to new applications have been found.

Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones

Insertion reactions of diazo carbonyls to azlactones in basic conditions have been performed. The developed method allows the preparation of a wide range of oxazole derivatives in yields ranging from 74 to 98%. Different substituents on both azlactone rings and diazo carbonyls do not compromise the methodology, even those containing stereogenic centers. Isotopic labeling experiments revealed the mechanism may proceed through a rare diazo carbonyl activation by an ammonium salt derivative.

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.

Facile access to 2,2-disubstituted indolin-3-ones: Via a cascade Fischer indolization/Claisen rearrangement reaction

An efficient approach for the synthesis of 2,2-disubstituted indolin-3-ones is described. From readily accessible aryl hydrazines and allyloxyketones, 2,2-disubstituted indolin-3-ones could be obtained in good to excellent yields under mild reaction condi

Radical Cation Cyclopropanations via Chromium Photooxidative Catalysis

The chromium photocatalyzed cyclopropanation of diazo reagents with electron-rich alkenes is described. The transformation occurs under mild conditions and features specific distinctions from traditional diazo-based cyclopropanations (e.g., avoiding β-hydride elimination, chemoselectivity considerations, etc.). The reaction appears to work most effectively using chromium catalysis, and a number of decorated cyclopropanes can be accessed in generally good yields.

A Sequential Route to Cyclopentenes from 1,6-Enynes and Diazo Ketones through Gold and Rhodium Catalysis

This work reports the construction of cyclopentene cores from 1,6-enynes and aryl diazo ketones through two new reaction sequences involving initial gold-catalyzed cyclization of 1,6-enynes with diazo species, followed by rhodium-catalyzed skeletal rearrangement of the resulting 3-cyclopropyl-2-en-1-ones. In most instances the rhodium-catalyzed reactions afforded cyclopentene derivatives whereas several n-alkyl- or ortho-substituted phenyl ketones delivered seven-membered oxacycles. A plausible mechanism provides rationales for these two distinct products. (Figure presented.).