68427-48-5

Basic information

• Product Name: 1,3-Cyclohexanedione, 2-diazo-5-phenyl-
• CAS NO: 68427-48-5
• Molecular Formula: C12H10N2O2
• Molecular Weight: 214.224
• Mol File: 68427-48-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,3-Cyclohexanedione, 2-diazo-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Cyclohexanedione, 2-diazo-5-phenyl-(68427-48-5)
• EPA Substance Registry System: 1,3-Cyclohexanedione, 2-diazo-5-phenyl-(68427-48-5)

Safety Data

• Hazardous Substances Data: 68427-48-5(Hazardous Substances Data)

Upstream product

• 493-72-1 5-phenyl-cyclohexane-1,3-dione 
• 941-55-9 4-toluenesulfonyl azide 

Downstream Products

• 493-72-1 5-phenyl-cyclohexane-1,3-dione 
• 117135-77-0 4-Phenyl-cyclopentan-2-on-carbonsaeureethylester 
• 117135-79-2 2-Oxomethylene-4-phenyl-cyclopentanone 
• 68429-17-4 5-Phenyl-2-o-tolyl-cyclohexane-1,3-dione 

Relevant articles and documents

Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines

2-(2-Oxoalkylidene)-1,3-oxazolidine derivatives were synthesized in good to excellent yields regiospecifically through the catalyst-free electrophilic ring expansion of N-unprotected aziridines and the ketene C=O double bond of α-oxoketenes, in situ generated from the microwave-assisted Wolff rearrangement of 2-diazo-1,3-diketones. The ring expansion predominantly underwent an SN1 process and the hydrogen bond decides the (E)-configuration of products. (Figure presented.).

Rhodium-Catalyzed [4+2] Annulation of N-Aryl Pyrazolones with Diazo Compounds To Access Pyrazolone-Fused Cinnolines

An efficient synthesis of novel dinitrogen-fused heterocycles such as pyrazolo[1,2-a]cinnoline derivatives have been accomplished by the rhodium(III)-catalyzed reaction of N-arylpyrazol-5-ones with α-diazo compounds. This reaction proceeds through a cascade C?H activation/intramolecular cyclization with a broad substrate scope. Furthermore, this protocol is successfully extended to the unusual phosphorus-containing α-diazo compounds and cyclic diazo compounds as the cross-coupling partners to deliver the two new kinds of pyrazolo[1,2-a]cinnolinones. The control experiments were performed to reveal insight into the mechanism of this reaction, involving reversible C?H activation, migratory insertion of the diazo compound, and cascade cyclization as the key steps of the transformation. Moreover, gram-scale synthesis and further transformation of the target product demonstrate the synthetic utility of the present protocol.

Regioselective synthesis of highly functionalized furans through the RuII-catalyzed [3+2] cycloaddition of diazodicarbonyl compounds

A novel method for the RuII-catalyzed regioselective synthesis of highly functionalized furans from readily available cyclic and acyclic diazodicarbonyl compounds and terminal alkynes is described. The devised protocol offers a straightforward means to the construction of a variety of diverse furan derivatives through powerful cascade processes, including the formation of ruthenium carbenoid, cyclopropenation, ring-opening metathesis, and cyclization. Copyright