The biosynthetic origins of the isocyanide and isothiocyanate functional groups in the marine sponge metabolites diisocyanoadociane (1), 9-isocyanopupukeanane (10) and 9-isothiocyanatopupukeanane (11) are probed by the use of [(14)C]-labelled precursor experiments. Incubation of the sponge Amphimedon terpenensis with [(14)C]-labelled thiocyanate resulted in radioactive diisocyanoadociane (1) in...

A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation is operationally simple, high-yiel...

A palladium-catalyzed reaction of 2-iodoarylcarbodiimide, isocyanide, and phosphite leads to 4-imino-3,4-dihydroquinazolin-2-ylphosphonates in moderate to good yields. Three bonds are formed in a one pot procedure and the tandem process includes nucleophilic attack, isocyanide insertion, and C-N coupling.

The interaction of imines with isocyanides has been studied. The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon-nitrogen double bond of the imine to form the 4-membered ring system. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and also some mechanistic variati...

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good  yields

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good  yields.

The title compound, [Ni(C(5)H(9)N)(3)(CO)], was prepared from Ni(CO)(4) and a tenfold excess of tert-butyl isocyanide. It crystallizes with two symmetry-independent mol-ecules per asymmetric unit. The central Ni atom of each independent mol-ecule has a nearly perfect tetra-hedral coordination environment, comprising one carbon monoxide and three isocyanide ligands. The title compound is the fir...