Synthesis of 2-Substituted Benzimidazoles, Benzoxazoles, and Benzothiazoles from Arylsulfonyl(thio)propionitriles

The reaction of nitriles and of methyl imino ester hydrochlorides of arylsulfonyl(thio)propionic acids with o-phenylenediamine, o-aminophenol, and o-aminothiophenol has been studied. A series of new 2-substituted benzazoles has been synthesized containing arylsulfonyl(thio)propionic acid fragments.     

Polymer‐anchored Ru(II) complex as an efficient catalyst for the synthesis of primary amides from nitriles and of secondary amides from alcohols and amines

A polymer‐anchored ruthenium(II) catalyst was synthesized and characterized. Its catalytic activity was evaluated for the preparation of primary amides from aqueous hydration of nitriles in neutral condition. A range of nitriles were successfully converted to their corresponding amides in good to excellent yields. The catalyst was also effective in the preparation of secondary amides from the coupling of alcohols and amines. The catalyst can be facilely recovered and reused six times without a significant decrease in its activity. Copyright © 2014 John Wiley & Sons, Ltd.     

The Addition of Nitriles to Tetramesityldisilene: A Comparison of the Reactivity between Surface and Molecular Disilenes

The addition of acetonitrile, propionitrile, and phenylacetonitrile to tetramesityldisilene (Mes₂Si?SiMes₂) was examined. In general, 1,2,3‐azadisiletines and the tautomeric enamines were formed, although a ketenimine was formed as the major product in the addition of phenylacetonitrile to the disilene. In the presence of LiCl, the mode of addition changed for both acetonitrile and propionitrile: insertion into the α‐CH bond of acetonitrile and/or formation of the formal HCN adduct was observed. Preliminary investigations of the reactivity of the nitrile adducts are also reported. A comparison between the reactivity of nitriles with Mes₂Si?SiMes₂ and the Si(100)‐2×1 surface was made both in terms of the types of adducts formed and their reactivity. Some insights into the surface chemistry are offered.     

Novel System for the Synthesis of Nitriles from Aldehydes Using Aqueous Ammonia and [Bis(Trifluoroacetoxy)iodo]benzene

A simple and mild method for the conversion of varieties of aldehydes to the corresponding nitriles using aqueous ammonia and trivalent hypervalent iodine reagent, [bis(trifluoroacetoxy)iodo]benzene, at room temperature is discussed. Advantages of this system are short reaction time, easy workup, and moderate to good yields.     

Direct Synthesis of Nitriles from Aldehydes Using Chloramine-T/KI in Aqueous Ammonia

A convenient method for direct conversion of aldehydes into nitriles has been developed using chloramine-T/KI in aqueous ammonia.

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