3580-75-4

Basic information

• Product Name: 2-diazo-1-[4-(methyloxy)phenyl]-2-phenylethanone
• Synonyms: 2-diazo-1-[4-(methyloxy)phenyl]-2-phenylethanone
• CAS NO: 3580-75-4
• Molecular Weight: 252.272
• Mol File: 3580-75-4.mol

Chemical Properties

• CAS DataBase Reference: 2-diazo-1-[4-(methyloxy)phenyl]-2-phenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-diazo-1-[4-(methyloxy)phenyl]-2-phenylethanone(3580-75-4)
• EPA Substance Registry System: 2-diazo-1-[4-(methyloxy)phenyl]-2-phenylethanone(3580-75-4)

Safety Data

• Hazardous Substances Data: 3580-75-4(Hazardous Substances Data)

Upstream product

• 1023-17-2 4-methoxyphenyl benzyl ketone 
• 1889-77-6 2-bromo-1-(4-methoxy-phenyl)-2-phenyl-ethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 23722-47-6 4-Methoxy-benzil-α'-hydrazon 

Downstream Products

• 22711-21-3 4-methoxybenzil 
• 89850-02-2 bis<1-(4-methoxyphenyl)-2-phenyl-2<<(trifluoromethyl)sulfonyl>oxy>vinyl>ether 
• 89850-00-0 (E)-1-(4-methoxyphenyl)-2-phenylvinylene 1,2-bis(trifluoromethanesulfonate) 
• 89850-01-1 (Z)-1-(4-methoxyphenyl)-2-phenylvinylene 1,2-bis(trifluoromethanesulfonate) 
• 30804-35-4 α,α'-Bis(4-methoxybenzoyl)stilben 
• 101315-43-9 (4-Methoxyphenyl)phenylessigsaeure-<1-(4-methoxyphenyl)-2-(nonafluorbutylsulfonyloxy)-2-phenylvinylester> 
• 101315-41-7 Bis<1-(4-methoxyphenyl)-2-(nonafluorbutylsulfonyloxy)-2-phenylvinyl>-ether 
• 101315-35-9 (E)-1-(4-Methoxyphenyl)-2-phenylvinylen-bis(nonafluorbutansulfonat) 
• 101315-36-0 (Z)-1-(4-Methoxyphenyl)-2-phenylvinylen-bis(nonafluorbutansulfonat) 
• 33142-30-2 p-Methoxy-diphenylessigsaeureanilid 
• 1309588-48-4 [(1R,2S)-1,2-diphenylcyclopropyl][4-(methyloxy)phenyl]methanone 

Relevant articles and documents

Gold-Catalyzed [3+2]-Annulations of α-Aryl Diazoketones with the Tetrasubstituted Alkenes of Cyclopentadienes: High Stereoselectivity and Enantioselectivity

This work reports gold-catalyzed [3+2]-annulations of α-diazo ketones with highly substituted cyclopentadienes, affording bicyclic 2,3-dihydrofurans with high regio- and stereoselectivity. The reactions highlights the first success of tetrasubstituted alkenes to undergo [3+2]-annulations with α-diazo carbonyls. The enantioselective annulations are also achieved with high enantioselectivity using chiral forms of gold and phosphoric acid. Our mechanistic analysis supports that cyclopentadienes serve as nucleophiles to attack gold carbenes at the more substituted alkenes, yielding gold enolates that complex with chiral phosphoric acid to enhance the enantioselectivity.

Enantioselective N-H insertion reaction of α-aryl α-diazoketones: An efficient route to chiral α-aminoketones

A highly enantioselective N-H insertion reaction of α-diazoketones was developed by using cooperative catalysis by dirhodium(II) carboxylates and chiral spiro phosphoric acids. The insertion reaction provides a new access route to diverse chiral α-aminoketones, which are versatile building blocks in organic synthesis, with fast reaction rates, good yields and high enantioselectivity under mild and neutral conditions. Spiro inspiration: A highly enantioselective N-H insertion reaction of α-diazoketones was developed by using cooperative catalysis by dirhodium(II) carboxylates and chiral spiro phosphoric acids. The insertion reaction provides a new access route to diverse chiral α-aminoketones, which are versatile building blocks in the organic synthesis, with fast reaction rates, good yields and high enantioselectivity under mild and neutral conditions.

Asymmetric Rh(II)-catalyzed cyclopropanation of alkenes with diacceptor diazo compounds: P -methoxyphenyl ketone as a general stereoselectivity controlling group

Different diacceptor diazo compounds bearing an α-PMP-ketone group were found to be effective carbene precursors for the highly stereoselective Rh2(S-TCPTTL)4-catalyzed cyclopropanation of alkenes (EWG = NO2, CN, CO2Me). The resulting products were readily transformed into a variety of biologically relevant enantiopure molecules, such as cyclopropane α- and β-amino acid derivatives. Different mechanistic studies carried out led to a rationale for the high diastereo- and enantioselectivity obtained, where the PMP-ketone moiety was found to play a critical role in the stereoinduction process. Additionally, the use of catalytic amounts of achiral Lewis bases to influence the enantioinduction of the reactions developed is documented.