A sulfoxide-directed, metal-free ortho-propargylation of aromatics and heteroaromatics exploits intermolecular delivery of a propargyl nucleophile to sulfur followed by an intramolecular relay to carbon. The operationally simple cross-coupling procedure is general, regiospecific with regard to the propargyl nucleophile, and shows complete selectivity for products of ortho-propargylation over al...

The mechanism by which lignin peroxidase (Lip) interacts with the lignin polymer is discussed. Veratryl alcohol (Valc), a secondary metabolite of white rot fungi, acts as a cofactor for the enzyme. The Lip-redox cycle is discussed in terms of Marcus theory of electron transfer. It is proposed that reaction of a nucleophile in the active site channel with the incipient Valc'. is an essential eve...

A high resolution crystal structure of Escherichia coli alkaline phosphatase in the presence of vanadate has been refined to 1.9 A resolution. The vanadate ion takes on a trigonal bipyramidal geometry and is covalently bound by the active site serine nucleophile. A coordinated water molecule occupies the axial position opposite the serine nucleophile, whereas the equatorial oxygen atoms of the ...

The extremely mild and highly efficient catalytic generation of non-metalated, conjugated acetylides is reported. These acetylides are used to generate enol-protected functionalized propargylic alcohols 1, 1,3-dioxolane compounds 2, or 3,4,5-trisubstituted 4,5-dihydrofurans 4 through serial multibond-forming processes. The method calls for a nucleophile (a tertiary amine or phosphine) as a chem...

The fact that oxidation, as one of the main routes of phase I metabolism of drugs, follows by conjugation reactions, and also formation of nitrenium ion as one of the clozapine oxidation products, directed us to investigate the oxidation of clozapine (CLZ) in the presence of nucleophile. The oxidation of clozapine (CLZ) has been studied on a glassy carbon electrode in the absence and presence o...

A resplendent trio: Protic ionic liquids (PILs) with nucleophilic anions served in concert as regenerable reaction medium, Brønsted acid, and a source of nucleophile. Heating donor–acceptor cyclopropanes 1-methylimidazolium thiocyanate (B:⋅HNCS) afforded products formal (3+2)- (4+2)-cycloaddition isothiocyanic acid.

The preparation of phenylsulfonyl indene derivatives and phenylsulfonyl- acetylenes from readily available alkynyl(phenyl)iodonium tetrafluoroborates and triflates was investigated using phenylsulfinate as nucleophile.