An aryl substrate with dual functionality consisting of a nitrile oxide and a pinacolyl boronate ester was prepared by mild hypervalent iodine oxidation (diacetoxyiodobenzene) of the corresponding aldoxime, without decomposition of the boronate functionality. The nitrile oxide was trapped in situ with a variety of dipolarophiles to yield aryl isoxazolines with the boronate ester function intact...

Gas phase reactions of mass-selected acylium ions [CH3–C ¢O (1), CH2¢CH–C ¢O (2), C6H5–C ¢O (3), and (CH3)2N–C ¢O (4)] with nitriles (CH3CN, C2H5CN, CH2¢CHCN, and C6H5CN) were investigated using pentaquadrupole multiple-stage mass spectrometry. In analogy with the solution behavior, the ions were found to react readily with benzonitrile by cyclization via double nitrile addition to form aromati...

An efficient synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reaction partners mediated by TBAF. Reactions are complete within 30 s, giving the target products in good to excellent yield.

Nitrile hydratases (NHases) are mononuclear nonheme enzymes that catalyze the hydration of nitriles to amides. NHase is unusual in that it utilizes a low-spin (LS) FeIII center and a unique ligand set comprised of two deprotonated backbone amides, cysteine-based sulfenic acid (RSO(H)) and sulfinic acid (RSO2-), and an unmodified cysteine trans to an exogenous ligand site. Electron paramagnetic ...

In the title compound, C20H20N4O2·H2O, the planes of the phen-oxy and phthalo-nitrile rings are oriented at a dihedral angle of 60.39 (5)°. The 3-(di--methyl-amino)-propyl chain has an extended conformation and is cis with respect to the phthalo-nitrile ring. In the crystal, O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonds link the mol-ecules to form slabs parallel to (100). There are also C-H⋯O and C-H⋯N...

The title compound, C(7)H(4)BrNO, crystallizes with two mol-ecules in the asymmetric unit. The two molecules exhibit nearly linear C-C N nitrile bond angles of 179.1 (4) and 177.1 (4)°. In the crystal, the mol-ecules are linked into a one-dimensional hydrogen-bonded chain by inter-actions between the phenol H atom and the nitrile N atom [N⋯O = 2.805 (4) and 2.810 (4) Å].

In the mononuclear title complex, [CuI(CH3CN)(C18H15P)2], the Cu(I) ion is in a distorted tetra-hedral geometry, coordinated by two P atoms of two tri-phenyl-phosphane ligands, one N atom of an aceto-nitrile ligand and one iodide anion. The aceto-nitrile ligand is disordered over two sets of sites in a 0.629 (15): 0.371 (15) ratio. In the crystal, weak C-H⋯I hydrogen bonds link the mol-ecules, ...

A series of carbapenems containing novel C-2 semisaturated heterocyclic substituents were synthesised by 1,3 dipolar cycloaddition reactions of nitrile oxides, nitrile imines and a nitrone to 2-vinylcarbapenem. The isoxazoline and isoxazolidine compounds showed potent antibacterial activity but moderate stability to human dehydropeptidase 1 (DHP-1). Stability to DHP-1 was improved by methyl sub...