Enantiopure N(Boc)-β(3)-amino nitriles, valuable synthetic intermediates in the multistep homologation of α-amino acids, were alkylated using n-BuLi as base. Alkylations afforded easily separable, almost equimolecular mixtures of diastereomeric N(Boc)-protected syn and anti β(2,3)-amino nitriles. Suitable manipulations of both cyano and amino groups eventually led to enantiopure N- and/or C-pro...

Palladium-catalyzed decarboxylative alpha-allylation of nitriles readily occurs with use of Pd(2)(dba)(3) and rac-BINAP. This catalyst mixture also allows the highly regiospecific alpha-allylation of nitriles in the presence of much more acidic alpha-protons. Thus, the reported method provides access to compounds that are not readily available via base-mediated allylation chemistries. Lastly, m...

Sulfur-containing nitriles have important research value in the life sciences due to their diverse biological activities resulting from the sulfur and cyano functional groups. Herein, a copper-catalyzed cyanothiolation of N-tosylhydrazones with thiocyanates to generate a-arylthioalkanenitriles bearing sulfur-substituted quaternary carbon center atoms has been described. This novel protocol invo...

The importance of nitriles as a key class chemicals with applications across the sciences is widely appreciated. natural world an underappreciated source chemically diverse nitriles. With this in mind, review describes novel nitrile-containing molecules isolated from sources 1998 to 2021, well discussion biological activity these compounds. This study gathers 192 varied origins plant, animal, a...

The first example of copper-catalyzed ring-opening, enantioselective arylation cyclic ketoxime esters to access ω,ω-diaryl alkyl nitriles has been developed in high yield (up 92% yield) with excellent enantioselectivity 91% ee). Side-arm bis(oxazoline) ligand plays a significant role this asymmetric catalytic transformation, which provides an efficient route construct diverse chiral nitriles. S...

2-Amino-4-benzoyl-1-arylpyrrole-3-carbonitriles react with arylidene malonodinitriles, β-ketoesters and βdiketones to afford pyrrolo[2,3-b]pyridine derivatives.

2-Amino-3-functionally substituted thiophene de­ rivatives are important intermediates to the phar­ maceutically important thieno[2,3-d]pyrimidines [2]. These thiophene derivatives were available from the procedures published by K. Gewald [3, 4] via either the reaction of a-methylene ketones with active methylene nitriles in presence of elementary sulphur of from a-mercaptoketones and active me...

Hydrogenation of nitriles to primary amines with heterogeneous catalysts under liquid-phase continuous-flow conditions is described. Newly developed polysilane/SiO2-supported Pd was found to be an effective catalyst and various nitriles were converted into primary amine salts in almost quantitative yields under mild reaction conditions. Interestingly, a complex mixture was obtained under batch ...

The first Ritter reaction of 3-substituted 3-hydroxyoxindoles with nitriles, catalyzed by HClO(4), is developed, which enables the synthesis of 3-substituted 3-aminooxindoles in good to excellent yield with rich diversity.