benzo[b][1,4]oxazines have been synthesized in good to excellent yields in the presence of the ionic liquid 1-butyl-3methylimidazolium bromide [bmim]Br under relatively mild conditions without any added catalyst, the reaction workup is simple and the ionic liquid can be easily separated from the product and reused. Keywords—Isocyanide, Benzo[b][1,4]oxazines, Multi-component reactions, [bmim]Br,...

An efficient isocyanide-based synthesis of S-thiocarbamates was discovered and thoroughly investigated. The new reaction protocol is a one-pot procedure allows the direct conversion N-formamides into thiocarbamates by initial dehydration with p-toluene sulfonyl chloride to respective isocyanide subsequent addition sulfoxide component. Contrary recent literature, which also uses isocyanides as s...

Site-directed mutants of sperm whale myoglobin were prepared to probe the functional role of the highly conserved distal pocket valine residue, Val68(E11). This amino acid was replaced with Ala, Ile, and Phe to examine the effects of the side chain volume at position 68 on ligand binding. Three double mutants were also constructed in which the distal His64(E7) was replaced with Gly and Val68 wa...

Isocyanide-based multicomponent reactions (IMCRs) allow the construction of relatively complex molecules through a one-pot synthesis. The combination of IMCRs in a consecutive or sequential fashion further extends the complexity of the molecules obtained. Herein, we report the efficient application of this approach to the synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles. Our str...

An operationally simple protocol for the synthesis of 2,3-dihydrobenzo[f][1,4]oxazepin-3-ones, based on an Ugi reaction of an ortho-(benzyloxy)benzylamine, glycolic acid, an isocyanide and an aldehyde, followed by an intramolecular Mitsunobu substitution was developed. The required ortho-(benzyloxy)benzylamines have been in situ generated from the corresponding azides, in turn prepared in high ...

A transition-metal-free carboxyamidation process, using aryl diazonium tetrafluoroborates and isocyanides under mild conditions, has been developed. This novel conversion was initiated by a base and solvent induced aryl radical, followed by radical addition to isocyanide and single electron transfer (SET) oxidation, affording the corresponding arylcarboxyamide upon hydration of the nitrilium in...

A new reaction model, tandem Michael addition/formal isocyanide insertion into the acyl C-C bond, has been developed. Thus, a series of 2-acylpyrroles and seven-/eight-membered ring fused pyrroles were synthesized from the reaction of methyl isocyanides with enones in a single operation.

Reactions of laser-ablated U atoms with (CN)2 produce UNC, U(NC)2, and U(NC)4 as the major products, identified from their Ar matrix infrared spectra and precursors partially and fully substituted with (13)C and (15)N. Mixed isotopic multiplets substantiate product stoichiometries. Band positions and quantum chemical calculations verify the isocyanide bonding.

The azanickellacyclic complex (1) produced by trimerization of an isocyanide on the nickel atom is found to be a new ethylene polymerization catalyst; catalytic activity is increased by incorporation of the second metal to a diimino moiety of 1 leading to formation of heterobimetallic complexes.