38395-67-4

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 14063-81-1 (EZ)-3-chloro-2,3-diphenylacrylaldehyde 

Downstream Products

• 944077-40-1 C₂₁H₁₇ClS 
• 5635-16-5 3,4-diphenyl-2(5H)-furanone 
• 123751-88-2 1,3,4-triphenyl-2H-phosphete 1-oxide 

Relevant academic research and scientific papers

Titanacyclobutenes or titanium vinyl carbene complexes? Reactivity of organotitanium species generated by the reaction of γ-chloroallyl sulfides with a titanocene(II) reagent

The reactivity of the organotitanium species generated by the reductive titanation of γ-chloroallyl sulfides with the titanocene(II) reagent [Cp2Ti{P(OEt)3}2] was studied. The organotitanium species formed from α-monosubstituted γ-chloroallyl sulfides reacted with 1,5-diphenylpentan-3-one and styrene to produce conjugated dienes and vinyl cyclopropanes as major products, thus suggesting the formation of vinyl carbene complexes as intermediates. On the contrary, the organotitanium species generated from acyclic β,γ-disubstituted γ-chloroallyl sulfides revealed titanacyclobutene-like reactivity, and their reaction with 1,5-diphenylpentan-3-one produced homoallyl alcohols. These organotitanium species did not react with styrene, but did react with dichlorophenylphosphine to afford phosphacyclobutenes. In the case of β-monosubstituted, γ-monosubstituted, and α,γ- disubstituted γ-chloroallyl sulfides, the organotitanium species reacted with both 1,5-diphenylpentan-3-one and styrene. The former reaction produced homoallyl alcohols and the latter gave vinyl cyclopropanes or unconjugated dienes. These results suggest that titanacyclobutenes and/or titanium vinyl carbene complexes are produced by the reductive titanation of γ-chloroallyl sulfides depending on their substitution patterns.

Carbonylation of Vinyl Halides with Carbonylcobalt

The reactions of both (E)-β-bromostyrene (E)-(1a) and its Z-isomer (Z)-(1a) with octacarbonyldicobalt in the presence of methyl iodide and calcium hydroxide at 20 deg C in dioxane-water under carbon monoxide (1 atm) gave (E)-cinnamic acid (E)-(2a) exclusively.In contrast, with (E)-1-bromo-2-phenylpropene (E)-(1b), the thermodynamically less stable (Z)-3-phenylbut-2-enoic acid (Z)-(2b) was obtained as the major product together with the (E)-isomer (E)-(2b).The carbonylation of 3-chloroprop-2-enols (7a-f) gave the corresponding furan-2(5H)-ones (8a-f) in good yield.