88522-63-8Relevant articles and documents
NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 87. REACTION OF TRIMETHYLSILYLDIAZOMETHANE WITH QUINONES
Aoyama, Toyohiko,Nakano, Takao,Nishigaki, Satoshi,Shioiri, Takayuki
, p. 375 - 379 (2007/10/02)
Reaction of trimethylsilyldiazomethane with various quinones affords indazoles 2, 2-substituted 3-trimethylsilylmethyl-1,4-quinones 3, silylcyclopropanes 4, and trimethylsilylmethylenedioxy derivatives 5, depending upon substrates.
Chemical and X-Ray Crystallographic Characterization of the Reaction Products in the 1,3-Dipolar Cycloaddition of Diazomethane to p-Toluquinone
Conway, Gregory A.,Loeffler, Larry J.
, p. 1315 - 1320 (2007/10/02)
The product 2 in the 1,3-dipolar cycloaddition of one equivalent of diazomethane to p-toluquinone (1) was determined by 250 MHz nmr spectra to be approximately 85percent 6-methyl-1-H-indazole-4,7-dione (2b).X-ray crystallographic analysis was employed in the characterization of 1,6-dimethyl-1-H-indazole-4,7-dione (4a), which was the major 1-N-methyl regioisomer in the methylation of the cycloadditon mixture 2 with diazomethane.Methylation of the cycloaddition product 2 with diazomethane also provided a regioisomeric mixture of the 2-N-methyl derivatives 5.This mixture was synthesized for characterization by an independent method which utilized the cycloaddition of 3-methylsydnone (10) to toluquinone (1). 1,5,6-Trimethyl-1-H-indazole-4,7-dione (9) was found to be a minor product in the reaction of diazomethane with the cycloaddition product 2.