70769-79-8

Upstream product

• 83182-36-9 4-chloro-3-phenylthio-4-trimethylsilylpentan-2-one 
• 49784-51-2 4-chloropent-3-en-2-one 
• 108-98-5 thiophenol 
• 85143-85-7 4-(1-imidazolyl)-3-penten-2-one 
• 81357-01-9 4-trimethylsilylpent-3-en-2-one 
• 123-54-6 acetylacetone 
• 85143-87-9 1-(4-oxo-2-penten-2-yl)-3-methylimidazolium iodide 
• 15745-68-3 (E)-1-phenyl-3-phenylsulfanyl-2-propen-1-one 
• 931-59-9 benzenesulfenyl chloride 
• 78080-37-2 (E)-1-Phenyl-3-phenylsulfanyl-but-2-en-1-one 

Downstream Products

• 14164-34-2 4,6-dimethyl-2-phenylpyrimidine 
• 64299-71-4 4-Phenylsulfinylpent-3-en-2-on 
• 1131-47-1 2,4-dimethyl-6,7-benzo-1,5-diazepine 
• 3187-88-0 2,3-Dihydro-5,7-dimethyl-1H-1,4-diazepin 
• 767-15-7 2-Amino-4,6-dimethylpyrimidine 
• 120454-13-9 (Z)-4-(phenylsulfonyl)pent-3-en-2-one 
• 120454-05-9 (E)-4-(phenylsulfonyl)pent-3-en-2-one 

Relevant academic research and scientific papers

Cycloelimination of β-Silylethyl Sulphoxides: Alkene, Alkyne, and Vinylsilane-forming Reactions

The cycloelimination (1)->(3) of trimethylsilyl sulphenate from a β-silylethyl sulphoxide is slightly faster than the corresponding cycloelimination (2)->(3) of sulphenic acid itself.The former type of reaction can be used to form acetylenes (

The Reaction of 3-(1-Imidazolyl)-2-alken-1-ones with Nucleophiles

Generally 3-hetero-substituted 2-alken-1-ones were prepared from 1,3-alkanediones, 3-chloro-2-alken-1-ones, or conjugated ynones.The preparation of 3-hetero-substituted 2-alken-1-ones was subjected to some limitations by these methods.By the reaction of 3-(1-imidazolyl)-2-alken-1-ones (I) and 3-(3-oxo-1-alkenyl)-1-methylimidazolium iodides (II) with nucleophiles, 3-hetero-substituted 2-alken-1-ones could be obtained regioselectively in good yield under mild conditions.These results suggested that compounds I and II were concluded to be useful intermediates for the organic synthesis.

Reduction of β-Arylthio- or β-Alkylthio-αβ-Unsaturated Ketones

The preparation and reduction of β-arylthio or β-alkylthio-αβ-unsaturated ketones (1) with lithium aluminium hydride or sodium borohydride have been examined.Reduction of the ketones (1) with lithium aluminium hydride gave αβ-unsaturated ketones (2), in which the olefinic (R1) and carbonyl (R2) substituents are reversed compared with the starting αβ-unsaturated ketone (1), or the saturated γ-hydroxy-sulphides (3).Reduction of the ketones (1) with sodium borohydride afforded only the αβ-unsaturated ketones (2).Reduction of (1) with sodium borohydride in the presence of metal halides gave the saturated ketones (5).

ON THE USE OF beta PHENYLSULFINYL- alpha , beta -UNSATURATED CARBONYL DIENEOPHILES IN DIELS-ALDER REACTIONS.

The use of beta -phenylsulfinyl- alpha , beta -unsaturted carbonyl dieneophiles as synthetic equivalents of alpha , beta -ethynyl carbonyl systems has been demonstrated. The sulfoxides were prepared by oxidation of the sulfides, which in turn were obtained from the beta -dicarbonyl systems by standard methods. A key feature of the scheme is that the phenylsulfinyl group does not compete with the carbonyl function in determining the regiochemistry of cycloaddition with the highly nucleophilic trans-1-methoxy-3-trimethylsilyloxy-1,3-butadiene. Application of the methodology to the synthesis of the disodium prephenate dimethyl acetals is described.