We reveal here the unique reactivity of α-(alkylideneamino)nitriles toward molecular oxygen. Thus, α-(alkylideneamino)nitriles can serve as the imide building block for the efficient synthesis of imides in the absence of transition metals under extremely mild conditions.

α-Amino nitriles are synthesized in a one-pot, three-component coupling of aldehydes (or ketones), aniline, and trimethylsilyl cyanide using a catalytic amount of choline chloride.2ZnCl2 as a bio Lewis acidic ionic liquid. Mild Lewis acidic characteristic of this ionic liquid allows efficient synthesis of α-amino nitriles from acid sensitive aldehydes.

A palladium-catalyzed desulfitative cyanation of arenesulfonyl chlorides and sodium sulfinates has been developed, providing aryl nitriles in moderate to excellent yields. It represents a facile procedure to access aryl nitriles.

The hydration of nitriles to amides is one of the basic transformations in organic chemistry However, it is not generally appreciated how diflicult this transformation is to carry out efficient13 since amides themselves undergo further hydrolysis to the acid. While nicotinamide and acrylamide are usually manufactured from the corresponding nitriles using metallic copper heterogeneous catalysts,...

The three title reductant systems have significant advantages in generating aldehydes from nitriles. These include: the utilization of convenient hydrogen sources, namely, sodium hypophosphite monohydrate and formic acid, respectively, and of the relatively inexpensive Raney nickel and Raney (Ni/Al) alloy; the convenience of conducting the reaction(s) in aqueous media at ambient temperatures an...

A comparison of the effect of isothiocyanates and nitriles derived from some glucosinolates, namely, epi-progoitrin, sinalbin, glucotropaeolin, glucocheirolin, and glucoraphenin, on human erythroleukemic in vitro cultured cells was studied. Many studies have in fact evidenced that a consumption of vegetable containing glucosinolates could reduce the development of colorectal cancer. In the expe...

The 1 : 2 reactions of isolable dialkylsilylene with nitriles having electron-donating aromatic substituents gave 1,4-diaza-2-siloles with a hitherto-unknown type of ring system, in contrast to the previous studies showing exclusive formation of the corresponding 1,3-diaza-2-siloles; the reactions of with aromatic nitriles bearing electron-withdrawing substituents afforded the latter ring syste...

Nitriles are a diverse group of organic compounds with –C≡N as functional group. Most nitriles are slightly cytotoxic but some cause severe toxic effects. More than 120 naturally occurring nitriles without considering cyanogenic glycosides are present in terrestrial and marine habitats, especially in plant components such as almonds or other fruit pits. The most common group of naturally occurr...

An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)(2)/2,2'-bipyridine system and with D-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.

Pyrrolidine rings are common moieties for pharmaceutical candidates and natural compounds, and the construction of these skeletons has received much attention. α-Amino nitriles are versatile intermediates in synthetic chemistry and have been widely used in the generation of multiple polyfunctional structures. Herein, a novel nucleophilic phosphine-catalyzed intramolecular Michael reaction of N-...