Transition metal‐free Claisen‐type condensation between two different amides was developed. N ‐phenyl‐ ‐tosylbenzamide derivatives reacted with enolizable such as ‐methyl pyrrolidinone and , ‐dimethyl acetamide in the presence of NaHMDS to give their corresponding β ‐ketoamides moderate‐to‐good yields.

In the 40 years since the inception of dynamic NMR methods, much effort has been invested to quantify and understand the barrier to rotation about the C-N bond in amides.1 Carbamates, which also exhibit the approximately planar N-CdO framework responsible for hindered rotation in amides, have received considerably less attention, although they are important biologically as anticonvulsants, loca...

The gene encoding an enantioselective arylacetonitrilase was identified on a 3.8 kb DNA fragment from the genomic DNA of Pseudomonas fluorescens EBC191. The gene was isolated, sequenced and cloned into the L-rhamnose-inducible expression vector pJOE2775. The nitrilase was produced in large quantities and purified as a histidine-tagged enzyme from crude extracts of L-rhamnose-induced cells of Es...

A facile and highly enantioselective approach towards 2-substituted 3-bromopyrrolidines has been developed. The process involves an amino-thiocarbamate catalyzed bromoaminocyclization of 1,2-disubstituted olefinic amides. The pyrrolidine products could readily be converted into other useful building blocks including a dihydropyrrole and a 2-substituted pyrrolidine.

A novel reaction involving tandem construction of C-N and C-C bonds via the simultaneous Ritter and Houben-Hoesch reactions on Baylis-Hillman adducts leading to a convenient, one-pot synthesis of 2-benzazepine derivatives is described. A facile stereoselective transformation of the Baylis-Hillman adducts into (E)- and (Z)-allyl amides is also presented.

Insertion of benzene rings into the amide bond using the reactive intermediate benzyne is described. Aromatic amides undergo smooth insertion when treated with O-triflatophenyl silane benzyne precursors, producing versatile aminobenzophenone products in good to excellent yield. The process is entirely metal-free and has been exemplified on the synthesis of biologically active acridones and acri...

De novo syntheses of amides often generate stoichiometric amounts of waste. Thus, recent progress in the field has focused on precious metal catalyzed, oxidative protocols to generate such functionalities. However, simple tertiary alkyl amines cannot be used as starting materials in these protocols. The research described herein enables the oxidative synthesis of amides from simple, noncyclic t...

Nitrile is a functional group that usually is transformed to amides or carboxylic acids under strong reaction conditions in acidic or basic media and high temperatures. Amides have also been prepared from nitriles at room temperature using strong oxidizing agents such as hydrogen peroxide or sodium superoxide in DMSO. On the other hand biocatalytic hydrolysis of nitriles mediated by nitrilase, ...

Amide hydrogen exchange (HX) is widely used in protein biophysics even though our ignorance about the HX mechanism makes data interpretation imprecise. Notably, the open exchange-competent conformational state has not been identified. Based on analysis of an ultralong molecular dynamics trajectory of the protein BPTI, we propose that the open (O) states for amides that exchange by subglobal flu...