158836-48-7

Basic information

• Product Name: 2-diazo-5-methylcyclohexane-1,3-dione
• Synonyms: 2-diazo-5-methylcyclohexane-1,3-dione
• CAS NO: 158836-48-7
• Molecular Weight: 152.153
• Mol File: 158836-48-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-diazo-5-methylcyclohexane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-diazo-5-methylcyclohexane-1,3-dione(158836-48-7)
• EPA Substance Registry System: 2-diazo-5-methylcyclohexane-1,3-dione(158836-48-7)

Safety Data

• Hazardous Substances Data: 158836-48-7(Hazardous Substances Data)

Upstream product

• 14203-46-4 4-methyl-cyclohexane-1,3-dione 
• 4341-24-6 5-methylcyclohexan-1,3-dione 

Downstream Products

• 92898-22-1 6-methyl-2-phenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one 

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.

Benzothiazole-and benzoxazole-4, 7-dione derivatives and their use as dcd25 phosphatase inhibitors

The invention concerns the use as cdc25 phosphatase inhibitors, in particular cdc25-C phosphatase, and CD45 phosphatase, of compounds of general formula (I), wherein: W represents O or S. In accordance with the invention, the compounds of general formula