Treatment of various aliphatic and aromatic aldoximes with the hypervalent iodine(iii) reagents (diacetoxyiodo)benzene (DIB) or Koser's reagent [hydroxy(tosyloxy)iodo]benzene (HTIB) gave, respectively, N-acetoxy or N-hydroxy amides in good yields rather than the expected nitrile oxide dimerised product oxadiazole-N-oxides reported to be formed with other oxidising and hypervalent iodine reagent...

Recall that nitrogen has five valence electrons and therefore requires three electrons or bonds to complete its octet (see Amine Tutorial). Based on this valence and bonding order, nitrogen forms three bonds in its neutral state and maintains one pair of non-bonded electrons (NBEs). In amides one of the three bonds is a carbonyl carbon. Thus amides may be viewed as "acylated amines" or as deriv...

von Braun Cyanogen Bromide Reaction Some extensions of von Braun cyanogen bromide reaction have been undertaken on conessine, isoconessine and two simpler bases, dimethyl a-naphthyl amine and diethyl amine. The monocyanamides of conessine and isoconessine yielded acid amides, aminoderivatives (diamines) and guanido derivatives on careful hydrolysis, reduction and treatment with ammonia, respect...

Commonly, hydrolase-catalysed reactions are used for kinetic resolutions of alcohols, amines and acids. Only a few applications in total syntheses have been described. Most of these examples are for the synthesis of amides and peptides. Here, the synthesis of all the different types of activated acids that can be applied in hydrolase-catalysed acylations is described. The application of these a...

We report here a practical and metal-free synthesis of novel enantiopure amides containing the drug-like 5-nitroimidazole scaffold. The first step was a metal-free diastereoselective addition of 4-(4-(chloromethyl)phenyl)-1,2-dimethyl-5-nitro-1H-imidazole to enantiomerically pure N-tert-butanesulfinimine. Then, the N-tert-butanesulfinyl-protected amine was easily deprotected under acidic condit...

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 binding of metal ions to amide groups has been a subject of increasing interest over the past two decades largely because many of these reactions provide simple models for much more complex metalpeptide systems and enzymes . The interaction of different metal ions with diversely substituted amides has been intensively studied2−5. We are interested in studying the coordinating properties of ...

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here amidation commercially available es...

A mixture of dihexanoyl phosphatidylcholine and dimyristoyl phosphatidylcholine in water forms disc-shaped particles, often referred to as bicelles [Sanders and Schwonek (1992) Biochemistry, 31, 8898-8905]. These adopt an ordered, liquid crystalline phase, which can be maintained at very low concentrations of the bicelles (down to 3% w/v). At this concentration the spacing between individual bi...

N-Substituted amides and lactams are rapidly N-alkylated under solvent-free phase-transfer catalytic conditions using microwaves.