35029-03-9

Upstream product

• 124015-85-6 cyclopentane-1,3-dione dimethylhydrazone 
• 4505-54-8 3-methylcyclopentane-1,2,4-trione 
• 7180-62-3 4-methoxy-5-methylcyclopent-4-ene-1,3-dione 
• 124015-77-6 4-methylcyclopentane-1,3-dione dimethylhydrazone 

Downstream Products

• 7180-60-1 3-methoxy-5-methyl-2-cyclopent-1-one 
• 7180-61-2 4-Methyl-3-methoxy-2-cyclopentenon 
• 4056-69-3 2-Acetyl-4-methyl-cyclopentan-1.3-dion 
• 7180-57-6 2-Isopentanoyl-4-methyl-1,3-cyclopentandion 

Relevant academic research and scientific papers

Regioselective alkylations of cyclic 1,3-diketones via metalated dimethylhydrazones

Cyclic 1,3- diketones 1 are transformed into their 2,2-dimethylhydrazones 2, which can be alkylated regioselectively at different positions after mono-, di-, tri-, and tetrametalation. Monometalated C-2 unsubstituted hydrazones afford C-2 and N- alkylation, monometalated C-2 substituted hydrazones afford only C-2 alkylation.The regioselectivity of the alkylation of the polymetalated hydrazones follows Hauser's rule according to the sequence: NH- > C-4 Ha > C-5 > C-4 Hb. Hydrolysis of the product hydrazones 3-5 afforded mono- and polyalkylated 1,3- diketones 7 in good yields.

REGIOSELECTIVE ALKYLATION OF DIANIONS OF CYCLIC 1,3-DIKETONES VIA THEIR MONODIMETHYLHYDRAZONES. SYNTHESIS OF C-4 SUBSTITUTED 1,3-DIKETONES

Cyclic 1,3-diketones are transformed into the corresponding monodimethylhydrazones, which can be alkylated regioselectively at C-4 via dianions with various alkyl halides.