A novel synthesis of α-sulfenylated aldehydes

Ketones are converted into α-sulfenylated aldehydes with addition of one carbon atom via reaction with methoxyphenylthiomethyllithium followed by rearrangement of the adducts.     

Condensation of unsaturated cyclic sulfones with aldehydes

The reactivity of the 2(5) positions of dihydrothiophene dioxide has been studied. Their condensation with aldehydes leads to the formation of 2(5)-substituted derivatives containing a conjugated system of double bonds.     

Condensation of unsaturated cyclic sulfones with aldehydes

The reactivity of the 2(5) positions of dihydrothiophene dioxide has been studied. Their condensation with aldehydes leads to the formation of 2(5)-substituted derivatives containing a conjugated system of double bonds.     

Organic synthesis with sulfones XXXII. A convenient route to α,β -unsaturated sulfones from saturated sulfones.

α-sulfonyl litiated anions are oxidized by cupric carboxylates into β, β-unsaturated sulfones. Primary sulfones lead to pure trans-vinylic sulfones.     

Organic syntheses with sulfones noxxxvi: conversion of sulfones into aldehydes and ketones.

Alkyl and allyl sulfones can be converted into boronic esters, oxidation of which leads to aldehydes or ketones.     

Reaction of chromous chloride with 3-nitroflavenes. A novel synthesis of flavonols

Reaction of Chromium(II) chloride with 3-nitroflavene yields flavonol.     

Studies of the condensation of sulfones with ketones and aldehydes

[reaction: see text] The condensation of ketones or aldehydes with sulfones was shown to give a variety of products. Condensation of 2-methylcyclohexanone with dimethyl sulfone using potassium t-butoxide as base gave useful yields of 1,2-dimethylenecyclohexane. Under the same conditions, cycloheptanone, 3-methyl-2-butanone, and 2-butanone were converted to dienes. Remarkably, these reaction conditions converted acetophenone into p-terphenyl (10%) and (E)-1,4-diphenyl-3-penten-1-one (44%). Propiophenone was converted to 2'-methyl-p-terphenyl (61%). Using alpha-tetralone produced 1-methynaphthalene and naphthalene. No reaction took place with beta-tetralone. Using diethyl sulfone with alpha-tetralone lead to pure naphthalene. Condensation of isobutyraldehyde and dimethyl sulfone using potassium t-butoxide gave isoprene in low yield. Using benzaldehyde and benzyl phenyl sulfone in N,N-dimethylacetamide gave 1,2-diphenyl-1-phenylsulfonylethylene, N,N-dimethylcinnamide, and a complex condensation product. Only 1,2-diphenyl-1-phenylsulfonylethylene was obtained when the solvent was THF.     

Stereoselective Michael-aldol tandem reaction of phenylselenomagnesium bromide with acetylenic sulfones and aldehydes. An efficient synthesis of polyfunctionalized allylic alcohols

A mixture of phenylselenomagnesium bromide, an acetylenic sulfone, and an aldehyde in THF/CH(2)Cl(2) afforded Michael-aldol tandem adduct, i.e., (Z)-beta-phenylseleno-alpha-(p-tolylsulfonyl)allylic alcohol, in good yield with high stereoselectivity. The stereoselectivity greatly depended on solvent. [reaction: see text]     

Reaction of fluorochloronitromethane with aldehydes

Conclusions The reaction of fluorochloronitromethane with aliphatic and aromatic aldehydes leads to the formation of the corresponding fluorochloronitroalcohols, which are capable of further transformations involving the hydroxyl group.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 964–967, April, 1989.     

Reaction of triethyl-N-ethyleniminosilane with aldehydes

The action of alphatic, aromatic and heterocyclic aldehydes on triethyl-N-ethyleniminosilane in the presence of water gives-alkyl (aryl)--N-ethyleniminomethoxysilanes of the type (R = Et; R = alkyl, aryl, furyl). Similarly dimethyldi-N-ethylenimisoline and acetaldehyde give reaction mechanism is suggested.     

Reaction ofo-aminobenzohydroxamic acid with aldehydes

The reaction of o-aminobenzohydroxamic acid with aliphatic, aromatic, or heterocyclic aldehydes leads to the formation of derivatives of 3-hydroxy-1,2-dihydroquinazolin-4-one. Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 115–117, January, 1997.     

Reaction of allylsilane with α-nitro olefin and its development to synthesis of cyclopentenone

Michael addition of allylsilane to α-nitro olefin in the presence of AlCl₃ proceeded smoothly at low temperature to give unsaturated nitronic acid, which was converted into the γδ-enone using aqueous Ti (III). Transformation with the latter provided a convenient new synthesis of cyclopentenone.     

Reaction of alkoxyimidophosphorus compounds with aldehydes

Conclusions The reaction of triethyl-N-phenylimidophosphate with aldehydes proceeds with the formation of triethyl phosphate and anils.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2374–2375, October, 1973.     

A novel synthesis of 2,3-dihydrooxazoles from dimethyl n-ethoxycarbonylmethyliminodithiocarbonate and aromatic aldehydes

We report the synthesis of 5-aryl-2-ethoxycarbonyl-4-methylthio-2,3-dihydrooxazoles from a cyclocondensation reaction betweeen dimethyl N-ethoxycarbonylmethyliminodithiocarbonate and aromatic aldehydes.