13298-57-2

Usage

Appearance

Yellow or orange solid

Usage

Primarily used in organic synthesis

Role

Commonly employed as a diazo compound in various chemical reactions

Application

Formation of carbon-carbon bonds in the synthesis of organic molecules

Reactivity

Known for its powerful and efficient reactivity

Value

Valuable tool in the preparation of complex organic compounds

Additional fields

Utilized in photochemistry and as a photolabile protecting group in organic synthesis

Safety concerns

Potentially explosive and poses a safety risk if not used properly

Handling

Should be handled with caution

Upstream product

• 4023-79-4 1-(4-methylphenyl)butan-1,3-dione 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 1095874-47-7 ethyl 4-methyl-6-(1-oxo-1-p-tolylpropan-2-yl)-5-phenylpicolinate 
• 1024585-82-7 ethyl 7-bromo-1-(2-oxo-1-p-tolylpropyl)isoquinoline-3-carboxylate 
• 1024585-84-9 C₂₂H₂₀FNO₃ 
• 1024585-83-8 ethyl 7-fluoro-1-(2-oxo-1-p-tolylpropyl)isoquinoline-3-carboxylate 
• 1024585-95-2 ethyl 1-(2-oxo-1-p-tolylpropyl)benzo[g]isoquinoline-3-carboxylate 
• 1024585-88-3 ethyl 7-(benzyloxy)-1-(2-oxo-1-p-tolylpropyl)isoquinoline-3-carboxylate 
• 143918-73-4 3-Oxo-2-p-tolyl-butyric acid methyl ester 
• 143918-72-3 methyl 2-methyl-3-(4-methylphenyl)-3-oxopropanoate 

Relevant academic research and scientific papers

Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes

A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

Rhodium(ii)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans

Donor-acceptor cyclopropenes formed from enoldiazoketones undergo catalytic rearrangement to 5-aryl-2-siloxyfurans via a novel mechanism that involves a nucleophilic addition of the carbonyl oxygen to the rhodium-activated cyclopropene.

A cascade approach to pyridines from 2-Azido-2,4-dienoates and α-diazocarbonyl compounds

A one-pot synthesis of substituted pyridines via a cascade reaction of 2-azido-2,4-dienoates with α-diazocarbonyl compounds and triphenylphosphine is reported. The process involves a Staudinger-Meyer reaction, a Wolff rearrangement, an aza-Wittig reaction, and an electrocyclic ring- closure. The procedure is general and efficient. The substrates are readily available.