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Showing papers in "Synthetic Communications in 1994"


Journal ArticleDOI
TL;DR: In this article, an effective method for conversion of aryl bromides to aryal cyanides was described, which involves treatment of the bromide with zinc cyanide in the presence of a catalytic amount of palladium (0).

163 citations


Journal ArticleDOI
TL;DR: A general procedure for the synthesis of twenty-seven chiral and achiral N-benzyl nitrones was described in this article, where the synthesis process is described in detail.

126 citations


Journal ArticleDOI
TL;DR: A mechanistic investigation of the synthesis of imidazole and 1-alkylimidazoles has led to an improved synthesis starting from glyoxal, formaldehyde and alkylammonium chlorides as discussed by the authors.

109 citations


Journal ArticleDOI
TL;DR: In this article, a convenient procedure for the quantitative assay of alkyl, aryl, and vinyl Grignard reagent concentrations is described, through the combined use of menthol and 1,10-phenanthroline in dry tetrahydrofuran solution, vivid violet or burgundy end points materialize and are easily observed.

86 citations


Journal ArticleDOI
TL;DR: In this paper, a new method of synthesis of the 2,5-disubstituted 1,3,4-oxadiazoles, which uses the reaction of N-acyl-aldehyde hydrazones with chloramine T is described.

76 citations


Journal ArticleDOI
TL;DR: Indole-2-one derivatives were prepared from the corrisponding isatines via one pot reduction in hydrazine hydrate as mentioned in this paper, and they were used in the preparation of indole-1 derivatives.

74 citations


Journal ArticleDOI
TL;DR: In the presence of boron trifluoride, saturated alcohols react selectively with different nitriles and produce amides in high yields as mentioned in this paper, while deactivated p-nitrobenzyl, allylic, primary, secondary, and tertiary alcohols do not react.

52 citations


Journal ArticleDOI
TL;DR: Sodium borohydride/copper (II) sulphate reduces alkyl and aryl azides to primary amines and aroyl amides to amides under mild conditions as discussed by the authors.

52 citations


Journal ArticleDOI
TL;DR: In this paper, a monomode microwave reactor (Maxidigest MX 350 Prolabo) is used to synthesize delayed esters. But the microwave reaction is not thermal and it is shown that a non thermal effect of microwaves is evidenced by reference to classical heating.

52 citations


Journal ArticleDOI
TL;DR: In this article, a modification of a known procedure employing the interaction of thionyl chloride, acetone, and 2,6-dihydroxybenzoic acid was found, to provide the title compound in multikilogram quantities of acceptable yield and purity.

51 citations


Journal ArticleDOI
TL;DR: Alkynyl selenides react with lithium butycyano cuprate giving an intermediate lithium vinylcyano Cuprate, which is trapped with electrophiles to give several classes of vinylic selenide.

Journal ArticleDOI
TL;DR: Bromination of unsymmetrical ketones with Br2 in methanol has been shown to yield good yield at the less substituted methyl carbon as mentioned in this paper, followed by azidation and amination to lead to an efficient three-step synthesis of 5aminolevulinic acid in 36% overall yield.

Journal ArticleDOI
TL;DR: In this article, a nucleophilic aromatic substitution of fluorobenzoates and fluorophenylnitriles with weakly basic heterocycles was used to produce potent angiotensin-II antagonists.

Journal ArticleDOI
TL;DR: The scope of the alkoxyallene cationic cyclopentannelation reaction has been examined in this paper, where the cyclization appeared to be subject to steric constraints, it was relatively insensitive to electronic effects.

Journal ArticleDOI
TL;DR: In this article, the reaction of methyl 2-(3-indolylmethyl)-acrylate with carbethoxyformonitrile oxide 3, followed by saponification and reduction, gives mainly racemic monatin 1.

Journal ArticleDOI
TL;DR: In solid-liquid phase transfer conditions, both the primary and the secondary alcohols react cleanly with 2,4, 6-trichloro-1,3,5-triazine to give the corresponding mono or dialkoxy derivatives depending on the reagent molar ratio as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this article, the authors used iodobenzene diacetate in methanolic potassium hydroxide to de-hydrogenate 2-aryl-4-quinolones.

Journal ArticleDOI
TL;DR: In this article, a combination of formic acid and selenium dioxide in dioxane has been found to be an efficient system for the allylic oxygenation of olefins, in particular for sterically hindered ones.

Journal ArticleDOI
TL;DR: In this article, α-Arylated ketones were obtained in moderate to good yields by one-step electroreductive coupling of α-chloroketones and arylhalides in DMF and in the presence of a Al or Zn-sacrificial anode and a catalytic amount of a nickel complex.


Journal ArticleDOI
TL;DR: In this article, selective bromination of 2-methoxy-6-methylpyridine 2 afforded 5-bromo-2-mETHoxy- 6-methyl pyridine 8.

Journal ArticleDOI
TL;DR: In this article, the reaction of cyclohexene oxide with homochiral lithium amides, prepared from (S)-phenylglycine and (S)valine has been studied and (R)-2-cyclohexen-1-ol 3 was prepared in a maximum of 72% ee.

Journal ArticleDOI
TL;DR: Silica gel mediated desilylation of aryl 2-(trimethylsilyl)ethynyl sulfones was found to greatly simplify the synthesis of the acetylenic sulfones.

Journal ArticleDOI
TL;DR: In this article, primary and secondary benzylic and saturated trimethylsilyl ethers are converted to their carbonyl compounds with AgBrO3/AlCl3 efficiently.

Journal ArticleDOI
TL;DR: Benzylic and allylic oximes are selectively oxidized with zinc bismuthate in refluxing toluene or the mixture of acetonitrile-toluene to afford the corresponding carbonyl compounds as mentioned in this paper.

Journal ArticleDOI
TL;DR: A series of acid catalyzed reactions like the dehydration of alcohols, conversion of ketones to 1,3-dioxolanes and their hydrolysis, α,β-unsaturated ketones, and alcohols to methyl-methoxyethyl ethers are performed efficiently in high yield with sulfuric acid adsorbed on silica gel as catalyst as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this paper, a short and facile entry to the 2, 3-unsaturated O-aryl glyco sides via microwave induced Ferrier rearrangement of acetylated glucal is reported.

Journal ArticleDOI
TL;DR: Bromine-lithium exchange of 3-bromo-1 -trilsopropylsilyl pyrrole 6 followed by treatment with N-fluorobenzenesulfonimide gave the fluoropyrrole 8 as discussed by the authors.

Journal ArticleDOI
TL;DR: In this article, a convenient preparation of vicinal triketones, α,β-dioxoesters and 2-oxomalonates is described, which can be used for any chemical compound.

Journal ArticleDOI
TL;DR: In this paper, solid-liquid phase transfer catalysis without solvent was used to obtain 82 % yield with room temperature at room temperature for α-n-amylcinnamaldehyde (jasminaldehyde).