A One-Pot Synthesis of Functionalized 2,3-Dihydrothiazoles from Isothiocyanates,Primary Alkylamines,and Phenacyl Bromides

Abstract

A simple, one-pot synthesis of N-(4-aryl-3-alkylthiazol-2(3H)-ylidene)anilines and N-(4-aryl-3-alkylthiazol-2(3H)-ylidene)benzamides via the reaction of primary alkylamines, α-bromoketones, and phenylisothiocyanate or benzoylisothiocyanate is described.

GRAPHICAL ABSTRACT     

Microwave-Assisted Direct Synthesis of 4H-1,2,4-Benzothiadiazine 1,1-Dioxide Derivatives

Abstract

We describe a rapid and convenient methodology for the preparation of diverse 3-aryl and 3-trifluoromethyl 4H-1,2,4-benzothiadiazine-1,1-dioxides in a one-pot microwave-promoted reaction between 2-aminobenzenesulfonamides and benzaldehydes, trifluoroacetic acid or benzoic acids.

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Efficient Uncatalyzed Conversion of Primary and Secondary Thioamides into 1-Substituted, 5-Substituted, 1, 5-Disubstituted and Annulated Tetrazoles

Abstract

Unprecedented high-yield simple and mild conversion of primary aliphatic and aromatic thioamides into 5-substituted tetrazoles on treatment with a combination of tetrachlorosilane and sodium azide in refluxing acetonitrile has been achieved. Secondary acyclic, cyclic, and heterocyclic thioamides could also be transformed in high yields into 1-substituted, 1,5-disubstituted, or annulated tetrazoles under the same reaction condition.

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An Efficient and Convenient Protocol for the Synthesis of Thiazolidin-4-Ones

Abstract

Without a catalyst and under solvent-free conditions, 2,3-disubstituted-1,3-thiazolidin-4-one 5a–j derivatives were synthesized efficiently via the three-component reaction of aryl hydrazide, aromatic aldehyde, and mercaptoacetic acid. All the newly synthesized compounds were confirmed by IR, ¹H NMR, and ¹³C NMR spectroscopy and elemental analysis.

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The Synthesis of Novel S-, S,S-, S,S,S-, and N,S-Substituted Nitrodienes from Polyhalonitrodienes and Thiols

Abstract

The novel S-, S,S-, and S,S,S-substituted nitrobutadienes were synthesized from the reactions of 2-nitrobutadiene compounds with some thiols. The new N,S-substituted nitrobutadienes were obtained from the reaction of the mono-thiosubstituted butadienes with morpholine, thiomorpholine, homopiperazine, and piperazine derivatives. The structures of new compounds were determined by spectroscopic techniques.

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Functionalized Tetrastannacyclobutanes,Part II: Halogeno Substituted Tetrastannacyclobutanes

Abstract

The reaction of 1,1,2,2,3,3,4-hepta-^tbutyl-1-(chloromagnesio)tetrastannacyclobutane with 1,2-halogenopropane leading to halogeno substituted four membered tin ring systems is presented. In addition, the crystal structures of the chloro and the bromo substituted tetrastannacyclobutanes will be discussed.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

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Synthesis,Characterization, and Biological Screening of Some Novel Thiazolidin-4-One and α-Aminophosphonate Derivatives

Abstract

Synthesis of some new functionalized thiazolidin-4-ones and α-amino phosphonate derivatives has been reported. The imines were synthesized from the reaction of various substituted anilines with 1-phenyl-3-(pyridine-4-yl)-1H-pyrazole-4-carbaldehyde in ethanol at reflux condition. The corresponding thiazolidin-4-ones and α-aminophosphonates were prepared by reaction of imines with mercaptoacetic acid and triethyl phosphite, respectively. The structures of the newly synthesized compounds were confirmed by IR, ¹H NMR, and mass spectral data and were evaluated for their antimicrobial activities.

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Preparation of α-Ketophosphonate Derivatives and Their Application in the Synthesis of 1-(N-Alkylcarbamoyl)-1-(diethoxyphosphoryl)alkyl Benzoates via Passerini Reaction

Abstract

The Passerini reaction of α-ketophosphonates, isocyanides, and benzoic acid derivatives leads to 1-(N-alkylcarbamoyl)-1-(diethoxyphosphoryl)alkyl benzoates in one step at room temperature. The structures of products were assigned on the basis of their ¹H NMR, ¹³C NMR, ³¹P NMR, and IR spectroscopic data.

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Simple and Efficient Synthesis of 1,3-Dithioles with Pyrimidinylidene or Pyrazolylidene Substituents

Abstract

2-Pyrimidinylidene-1,3-dithioles or 2-pyrazolylidene-1,3-dithioles are prepared by a three-component condensation reaction of pyrimidine-tetraone or 1H-pyrazole-4,5-dione, carbon disulfide, and dialkyl acetylendicarboxylates in the presence of tributylphosphine.

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N-(Diphenoxyphosphoryl)Succinimide: Synthesis and Reaction with Alkoxides

Abstract

Reaction of succinimide with diphenylchlorophosphate in the presence of lithium bis(trimethylsilyl)amide followed by aqueous work-up led to the formation of amidophosphate 3. The same reaction performed in the presence of sodium hydride yield N-(diphenylphosphoryl)succinimde 4, which undergoes nucleophilic ring opening with sodium alkoxides resulted in the formation of phosphoroamidate analogues 5 a-d in good yields.

GRAPHICAL ABSTRACT      

A Novel and Efficient Synthesis of α-Aminophosphonates by Use of Triphenyl Phosphite in Acetic Acid Media

Abstract

For the first time, α-aminophosphonates were obtained by a simple and efficient one-pot method from the reaction between aldehyde, aniline, and triphenyl phosphite in the presence of acetic acid as a catalyst and solvent at room temperature.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

GRAPHICAL ABSTRACT     

Synthesis of Novel Thioethers from Polyhalobutadienes and Thiols

Abstract

Substituted perchlorobutadienes were synthesized from the reactions of hexachloro-1,3-butadiene with some thiols in ethanol in the presence of sodium hydroxide. The oxidation products were obtained from the reactions of thioethers with m-chloroperbenzoic acid. The structures of the new compounds were characterized by microanalysis and spectroscopic data.

GRAPHICAL ABSTRACT