3968-48-7

Upstream product

• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 59-88-1 phenylhydrazine hydrochloride 
• 67-68-5 dimethyl sulfoxide 
• 15115-52-3 4-bromo-1-phenyl-1H-pyrazole 
• 5908-41-8 benzoyltrimethylsilane 
• 100-63-0 phenylhydrazine 
• 90920-94-8 benzoyl-malonaldehyde 
• 1126-00-7 1-phenylpyrazole 
• 54605-72-0 1-phenyl-1H-pyrazole-4-carbaldehyde 
• 101350-45-2 phenyl-(1-phenyl-1H-pyrazol-4-yl)-methanol 
• 98-88-4 benzoyl chloride 
• 141998-88-1 4-tributylstannyl-1-phenylpyrazole 

Downstream Products

• 23972-17-0 phenyl-(1-phenyl-1H-pyrazol-4-yl)-methanone oxime 
• 23972-16-9 phenyl-(1-phenyl-1H-pyrazol-4-yl)-methanone oxime 

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.

Reversed-polarity synthesis of diaryl ketones via palladium-catalyzed cross-coupling of acylsilanes

Acylsilanes serve as acyl anion equivalents in a palladium-catalyzed cross-coupling reaction with aryl bromides to give unsymmetrical diaryl ketones. Water plays a unique and crucial activating role in these reactions. High-throughput experimentation techniques provided successful reaction conditions initially involving phosphites as ligands. Ultimately, 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane was identified as giving a longer-lived catalyst with higher turnover numbers. Its use, in conjunction with a palladacycle precatalyst, led to optimal reaction rates and yields. Scope and limitations of this novel method are presented along with initial mechanistic insight.

Synthesis of new benzylic ethers of oximes derived from 1-phenyl- pyrazole compounds

In the scope of a research program aiming at the synthesis and pharmacological evaluation of new antithrombotic agents via rational molecular design, we describe in this paper the synthesis of benzyl ethers of aryl-pyrazolic oxime derivatives. Ethers' (2a-2c) and (3a-3c) are derived from 4-formyl-1-N-phenylpyrazole (4) in good yield. Designed as interphenylenic analogues of the ridogrel (1), one expects these compounds to present dual properties, i.e., thromboxane A2 receptors antagonism and thromboxane synthetase inhibition.

SYNTHESIS AND REACTION OF TRIBUTYLSTANNYLPYRAZOLES

1,3-Dipolar cycloaddition reaction of diazomethane and ethyl diazoacetate with tributylstannylacetylenes occurred regioselectively to afford the corresponding 3(5)-tributylstannylpyrazoles.The cycloaddition reaction of 3-phenylsydnone with the stannylacetylenes proceeded also regioselectively, and 3-tributylstannyl-1-phenylpyrazoles were isolated. 4-Tributylstannyl- and 5-tributylstannyl-1-phenylpyrazole were prepared by the stannylation of 4-lithio- and 5-lithio-1-phenylpyrazoles with tributylstannyl chloride.Iodination, benzoylation, and phenylation of the stannylpyrazoles were examined.