The reaction of [(eta(5)-C(5)H(5))Cu(CNPh)] with phenyl-isocyanide results in an unprecedented double migratory insertion into two sp(2) C-H bonds of a eta(5)-coordinated cyclopentadienyl group, and formation of the 6-aminofulvene-2-aldimine complexes [(CNPh)Cu{kappa(2)-N,N-C(5)H(3)-1,2-(CHNPh)(2)}] and [(CNPh)(2)Cu{kappa(2)-N,N-C(5)H(3)-1,2-(CHNPh)(2)}], respectively, both of which have been s...

Reaction of tetraphosphine platinum(II) complexes with 2-azidoethyl isocyanide 3 in methanol leads to complexes with two trans-coordinated NH,NH-stabilized carbene ligands 6(X)(2). Complexes 6(X)(2) react with phenyldivinylphosphine under substitution of the remaining phosphine ligands followed by an intramolecular hydroamination reaction to produce complex 1(PF(6))(2) with a macrocyclic [16]an...

Selective reactions that combine H2, CO and organic electrophiles (aldehyde, ketones, isocyanide) to form hydrogenated C3 C4 carbon chains are reported. These proceed by homologation mediated [W(CO)6] an aluminum(I) reductant, followed functionalization hydrogenation of the chain ends. A combination kinetics (rates, KIEs) DFT calculations has been used gain insight into a key step which involve...

The volatile constituents of the marine sponge Ircinia felix were obtained by dynamic headspace extraction and analyzed by HRGC, HRGC-MS and HRGC-Odor at sniffing port. Fifty-nine volatiles were identified for the first time in the odor of this sponge. Hydrocarbons (32.9%), alcohols (17.8%) and carbonyl compounds (16.0%) predominated in the sponge volatile profile, followed by esters (11.6%), h...

Novel scaffolds are of uttermost importance for the discovery of functional material. Three different heterocyclic scaffolds easily accessible from isocyanoacetaldehyde dimethylacetal 1 by multicomponent reaction (MCR) are described. They can be efficiently synthesized by a Ugi tetrazole multicomponent reaction of 1. We discuss the synthesis, 3D structures, and other physicochemical properties.

The kinetically unstable propargylisocyanide was reacted with the tetrakis(acetonitrile) copper(I) hexafluorophosphate and formed complex then involved in a copper-catalyzed alkyne-azide cycloaddition reaction (CuAAC). After decomplexation of adduct, isocyanide engaged Ugi reaction. By such complexation, reactions can be carried out on CC triple bond without constraint instability free compound...

Abstract Fluorene and fluorenone are privileged structures with extensive utility in both materials science drug discovery. Here, we describe syntheses of those moieties through isocyanide-based multicomponent reactions (IMCRs) the incorporation products diverse complex derivatives that can be further utilized. We performed six different IMCRs, based on dual functionality 9-isocyano-9H-fluorene...