76539-22-5

Upstream product

• 1680-73-5 2-chlorocyclohexene-1-carboxaldehyde 
• 108-94-1 cyclohexanone 

Downstream Products

• 121032-79-9 3-(Hydroxy-p-tolyl-methyl)-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one 
• 76854-99-4 1-Chlor-2-chlormethyl-cyclohexen 
• 121032-78-8 3-(Hydroxy-phenyl-methyl)-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one 
• 944077-28-5 C₁₃H₁₅ClS 
• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 55860-92-9 (2-methyl-1-cyclohexen-1-yl)trimethylsilane 
• 156518-27-3 (2-(trimethylsilyl)-1-cyclohexen-1-yl)methanol 
• 156518-20-6 (2-(chloromethyl)-1-cyclohexen-1-yl)trimethylsilane 
• 1613315-37-9 (1-hydroxy-2-oxocyclohexyl)methyl 2-diazoacetate 
• 1004-52-0 2-hydroxy-2-(hydroxymethyl)cyclohexanone 
• 86446-56-2 Dithiokohlensaeure-S-(3-methylen-cycloalken-2-yl)-S-methylester 
• 121032-80-2 3-[1-p-Tolyl-meth-(E)-ylidene]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one 
• 56475-18-4 3-benzylidene-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one 
• 89996-63-4 2-Chlormethyl-1-isothiocyanatocyclohexen 

Relevant academic research and scientific papers

Fragmentation of bicyclic γ-silyloxy-β-hydroxy-α- diazolactones as an approach to ynolides

Medium-sized ynolides were prepared by the Lewis acid-mediated fragmentation of bicyclic γ-silyloxy-β-hydroxy-α-diazolactones in which the Cβ-Cγ bond is the ring fusion bond. Although these lactone fragmentation substrates reacted somewhat less efficientl

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.

(2-hydroxy)ethyl-thioureas useful as modulators of alpha2B adrenergic receptors

Compounds of formula (i) and of formula (ii) wherein the symbols have the meaning disclosed in the specification, specifically or selectively modulate α2B and/or α2C adrenergic receptors in preference over α2A adrenergic receptors, and as such are useful for alleviating chronic pain and allodynia and have no or only minimal cardivascular and/or sedatory activity.

Highly Regio- and Diastereoselective One-Pot Synthesis of Silyl Epoxy Alcohols and Vinylsilanes by Direct Hydroxy-Epoxidation

A direct synthesis of silyl epoxy alcohols from vinylsilanes is described.It consists of the regioselective ene reaction of the vinylsilanes with singlet oxygen, which proceeds with predominant hydrogen abstraction at the position geminal to the silyl group.The resulting silyl allylic hydroperoxides were treated, without isolation, subsequently with Ti(O-i-Pr)4 to afford the silyl epoxy alcohols in good yields and very high diastereomeric ratios, which ranged from 93:7 to greater than 97:3.Alternatively, the vinylsilanes were photooxygenated directly in the presence of the titanium catalyst and the silyl epoxy alcohols obtained in good yields.The method was applied to di- and trisubstituted acyclic vinylsilanes with a methyl group geminal to silicon and cyclic derivatives all give consistently good results.In this novel hydroxy-epoxidation, the regioselectivity of the singlet oxygen ene reaction as well as the diastereoselectivity of the oxygen transfer can be controlled by the steering effects of the silyl group.

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.

Synthesis and Characterisation of Vinylisothiocyanates.

The preparation of vinylisothiocyanates by treatment of γ-chloroallylchlorides witn KSCN followed by rearrangement of the γ-chloroallylthiocyanates is described.The structure is proved by the reaction of the vinylisothiocyanates with mercaptides and by sp