134277-42-2

Upstream product

• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 59-88-1 phenylhydrazine hydrochloride 
• 104-87-0 4-methyl-benzaldehyde 
• 98-86-2 acetophenone 
• 100-63-0 phenylhydrazine 
• 2829-25-6 4-methylbenzaldehyde phenylhydrazone 
• 93-55-0 1-phenyl-propan-1-one 
• 768-03-6 Phenyl vinyl ketone 
• 40685-20-9 (E)-3-methoxy-1-phenylprop-2-en-1-one 
• 25939-01-9 p-toluoyl chloride phenylhydrazone 

Relevant academic research and scientific papers

DMSO as a C1 Source for [2 + 2 + 1] Pyrazole Ring Construction via Metal-Free Annulation with Enaminones and Hydrazines

A cascade reaction between enaminones, hydrazines, and dimethyl sulfoxide (DMSO) for the synthesis of 1,4-disubstituted pyrazoles catalyzed by molecular iodine in the presence of Selectfluor has been realized. DMSO plays a dual role as the C1 source and the reaction medium. In addition, the synthesis of 1,3,4-trisubstituted pyrazoles using aldehydes as alternative C1 building blocks has also been achieved.

The use of enaminones and enamines as effective synthons for MSA-catalyzed regioselective synthesis of 1,3,4-tri- And 1,3,4,5-tetrasubstituted pyrazoles

In the present work, an efficient regioselective synthesis of 1,3,4-tri- and 1,3,4,5-tetrasubstituted pyrazoles via a methanesulfonic acid (MSA)-catalyzed reaction of hydrazones with enaminones or enamines is reported. Mechanistically, the formation of the title compounds involves the [2+3] cycloaddition of hydrazones with enaminones or enamines followed by aromatization with acid and oxygen. This convenient method under mild conditions with various hydrazones, enaminones, and enamines was well-tolerated to afford products in good to excellent yields. Compared with the literature methods, this strategy has advantages such as materials that are available economically, metal-free catalysis, excellent regioselectivity, and high efficiency.

Synthesis of 4-Acylpyrazoles from Saturated Ketones and Hydrazones Featured with Multiple C(sp3)-H Bond Functionalization and C-C Bond Cleavage and Reorganization

In this paper, an efficient and convenient one-pot synthesis of diversely substituted 4-acylpyrazole derivatives via copper-catalyzed one-pot cascade reactions of saturated ketones with hydrazones is reported. Mechanistically, the formation of the title compounds involves the in situ formation of an enone intermediate through the dehydrogenation of a saturated ketone and the [2 + 3] cyclization of the enone with hydrazone followed by an aromatization-driven C-C bond cleavage and reorganization. To our knowledge, this is the first example in which the biologically and pharmaceutically important yet otherwise difficult-to-obtain 4-acylpyrazole derivatives are directly prepared from saturated ketones and hydrazones featured with multiple aliphatic C-H bond functionalization and C-C bond cleavage and reorganization. Compared with literature methods, this novel process has advantages such as simple and economical starting materials, a sustainable oxidant, excellent regioselectivity, and good efficiency.

Method for synthesizing 4-acyl pyrazole compound from non-cyclic ketone hydrazone

The invention discloses a method for synthesizing a 4-acyl pyrazole compound from non-cyclic ketone hydrazine, and belongs to the technical field of organic synthesis. The technical scheme of the invention is characterized in that the method for synthesizing the 4-acyl pyrazole compound from the non-cyclic ketone hydrazine specifically comprises the following steps: dissolving an alpha,beta-saturated ketone compound in a solvent; adding a catalyst, a ligand and an oxidizing agent in sequence; stirring for reacting at the temperature of 100 to 140 DEG C in a nitrogen atmosphere; then, adding the non-cyclic ketone hydrazine into a reaction system; continually reacting at the temperature of 100 to 140 DEG C in an air atmosphere to obtain the 4-acyl pyrazole compound. By adopting the method, the alpha,beta-saturated ketone compound and the non-cyclic ketone hydrazine are subjected to a one-pot multi-step serial reaction under the catalysis of a copper salt to obtain the 4-acyl pyrazole compound; the method has the advantages of easiness and convenience in operation, mild conditions and wide substrate application range, and the suitable for industrial production.

1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides and Nitrile Imines with 2-Methoxyvinyl Phenyl Ketone

Nitrile oxides react regioselectively with 2-methoxyvinyl phenyl ketone 1 to give 4-benzoylisoxazoles 4 via elimination of methanol from the primary cycloadducts 3.After heating with an excess of nitrile oxide bis-cycloadducts 5 were also formed.Reactions