84040-18-6

Upstream product

• 100-52-7 benzaldehyde 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 106726-58-3 3,4-dimethyl-6-phenyl-6-trimethylsilyl-5,6-dihydro-2H-thiopyran 
• 16302-98-0 petivericin 
• 6725-34-4 thiobenzaldehyde 
• 84040-16-4 9,10-dihydro-9,10-(2-phenyl-1-thiaethano)anthracene 
• 88763-80-8 2,4,6-triphenyl-dihydro-1,3,5-dithiazine 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 16774-21-3 ammonium cerium (IV) nitrate 
• 121538-47-4 pentacarbonyl(2-phenyl-4,5-dimethyl-1-thiacyclohex-4-ene)chromium 
• 110657-69-7 (CO)5Cr(S=CHPh) 
• 79841-57-9 thiobenzoyltriphenylsilane 
• 118201-71-1 3,4-dimethyl-6-phenyl-6-triphenylsilyl-5,6-dihydro-2H-thiopyran 

Relevant academic research and scientific papers

Ionic liquids as an alternative reaction medium for HMDST based synthesis of thioaldehydes

Reaction of bis(trimethylsilyl)sulfide (HMDST) with aldehydes can be efficiently carried out in various ionic liquids, under CoCl2.6H2O or TfOTMF catalysis, leading to the formation of thioaldehydes, which are trapped as Diels-Alder

Silicon-Assisted Synthesis of Thiocarbonyl Derivatives and Reactivity of Dienophilic Thioaldehydes

Treatment of bis(trimethylsilyl) sulfide with CoCl2 * 6 H2O in the presence of aldehydes affords the corresponding thiocarbonyl analogues which can be trapped to avoid polymerization.The sulfurization reaction also takes place in the presence of TfOSiMe3, in which case, besides thioaldehydes, thioketones may be obtained in satisfactory yields.When thioaldehydes are generated with the CoCl2 * 6 H2O method the Diels-Alder reaction with cyclohexadiene occurs with very high selectivity in favor of the endo isomer, whereas when the TfOSiMe3-based method is employed, the stereochemistry of the cycloadduct can be conveniently selected toward endo or exo by varying the molar ratio of the sulfurating agent.

Aufbau von Heterocyclen durch -Cycloaddition von Uebergangsmetall-koordinierten Heteroolefinen mit Butadienen: zur Regioselektivitaet der Cycloaddition

The pentacarbonyl(thioaldehyde), -(selenoaldehyde), and -(selenoketone) complexes (CO)5M (I) (M = Cr: X = S, R = H (a); M = W: X = S, R = H (b); X = Se, R = H (c); X = Se, R = Ph (d)) react with 2,3-dimethyl-1,3-butadiene by -cycloaddition to give the metal-coordinated thia- and selenacycles, (CO)5M (IIIa-d).The Structure of IIId was established by an X-ray diffraction study.The reactions of Ia with 2-methyl-1,3-butadien (IV) and of Ia and Ib with trans-penta-1,3-diene (VI) are regioselective.The cycloaddition of IV to Ia yields the two isomers (CO)5Cr or (CO)5M in the ratio 2.4/1 (M = Cr) or 3/1 (M = W), respectively.The thiacycle can be cleaved from the metal intact by oxidation of IIIa with (NH4)2 in acetone.

Cobalt(II) Chloride Promoted Thionation of Carbonyl Compounds: A Simple Access to Silyl Thioketones and Thioaldehydes

The CoCl2-catalyzed reaction of Me3SiSSiMe3 with acylsilanes and simple aldehydes affords a direct and easy entry to their sulfur analogues.

Reactions of Wittig Reagents with Episulfides or Elemental Sulfur

The reactions of Wittig reagents with episulfides gave symmetrical olefins and triphenylphosphine sulfide in moderate yields.The same olefins were obtained by reactions of Wittig reagents with elementar sulfur.These reactions might proceed through thiocarbonyl intermediates, the existence of which was confirmed by Diels-Alder reactions with dienes.

Chemistry of Silylated Thioketones. Part 2. Cycloaddition Reactions with 1,3-Dienes

Trimethylsilylphenyl- and triphenylsilylphenyl thioketones easily undergo -cycloadditions with cyclic and open chain 1,3-dienes at room temperature to give silylated thiabicycloheptenes and dihydrothiopyrans in very good yields.With cyclopentadiene the reaction produces exclusively the endo-silylated adducts.Sulphur oxidation and desilylation of the adducts were also investigated.

Synthesis and Isolation of Aryl Thioaldehyde S-Oxides

(E)-Phenyl and (E)-(p-tolyl) trimethylsilyl thioketone S-oxides can be easily and stereospecifically protodesilylated into the corresponding (Z)-aryl thioaldehyde S-oxides; these stable liquid lachrimatory compounds show good reactivity as heterodienophil

REACTIONS OF 2,4,6-TRIARYL-DIHYDRO-1,3,5-DITHIAZINES WITH ELECTROPHILIC REAGENTS

2,4,6-Triaryl-dihydro-1,3,5-dithiazines reacted with electrophilic reagents such as p-TsOH*H2O, CF3COOH, HCl, and BF3*OEt2 under reflux in CH3CN to afford α-2,4,6-triaryl-1,3,5-trithianes and β-isomers (3a-d) in good yields.Reaction with I2 gave selectively 3a-d in high yields, while with ICl or IBr gave 3a-d and p-substituted benzylideneamine*HY.

ADDITION REACTIONS OF SOME SIMPLE THIOALDEHYDES.

When generated at 100 deg C, aliphatic and aromatic thioaldehydes without electronic bias are shown to undergo addition reactions to both aliphatic and aromatic 1,3-dienes.The reaction is shown to have application in an intramolecular example.