An unexpected formation of cyclic α-alkoxy isothioureas has been achieved. As is known, the heterocyclic imines 2,5-dihydro-1,3-thiazoles are convertible to bisamides with the aid of a carboxylic acid and an isocyanide (Ugi reaction). Herein, it is shown that 2,5-dihydro-1,3-thiazole S-monoxides-the respective α-sulfinyl imines-are characterized by an altered reaction behavior. In a hitherto un...

Chiral gold( i ) isocyanide complexes [Au( p -C 6 F 4 OR 1 )( -CNC H (O 2 CC )] with R , or both being ( )-2-octyl, display an interesting and unprecedented response to mechanical thermal stress.

The coordination chemistry of 1,1'-diisocyanoferrocene (1) was investigated. Its reaction with Cr(CO)5(THF) (2 equiv) affords (1)[Cr(CO)5]2, which exhibits eclipsed cyclopentadienyl rings with a synclinal arrangement of the two substituents. 1 behaves like an aryl isocyanide in this compound according to IR spectroscopic data, and its oxidation leads to a marked decrease of net electron donor a...

Previous studies of the inter—relationships between isocyanide, imine, and carbene ligands on platinum(II), and of the stereochemistries of the latter two ligands will be briefly reviewed. Attempts to use these relationships to prepare platinum—olefin—carbene complexes have been unsuccessful but have led to an interesting ortho—metallated carbene derivative. The insertion of isocyanide into the...

Despite the long history of the investigation of nucleophilic addition to metal-bound isocyanides, some important aspects of the reaction mechanism remain unclear even for the simplest systems. In this work, the addition of the sp³-N, sp²-N, and mixed sp²/sp³-N nucleophiles (i.e., HNMe₂, HN=CPh₂, and H₂N-N=CPh₂, respectively) to isocyanides C≡NR coordinated to the platinum(II) centers in the co...

Most 99mTc/phosphine/isocyanide complexes synthesized to date show preferential uptake by the myocardium of many animal species but not in man. A new complex has been synthesized, [99mTc(DEPE)2(CNR)2], +(DEPIC), where R = t - butyl isocyanide, which in three animal species images the myocardium very well, but in humans it remains primarily in the blood pool. One reason for the difference in the...

Five elegant and switchable three-component reactions which enable access to a new series of nitrogen-containing heterocycles are reported. A novel one-step addition of an isocyanide to a hydrazine derived Schiff base affords unique six-membered pyridotriazine scaffolds (A and E). With slight modification of reaction conditions and replacement of the nucleophilic isocyanide moiety with differen...

Isocyanide-bound model hemes always adopt the (dxz, dyz)4(dxy)1 ground state, however, we have found that the replacement of porphyrin by diazaporphyrin leads to the formation of an unprecedented low-spin bis(tert-butylisocyanide) complex with the (dxy)2(dxz, dyz)3 ground state.

A base-catalyzed tandem Michael addition/intramolecular isocyanide [3 + 2] cycloaddition of ethyl isocyanoacetate and Michael acceptors with tethered carbonyl groups is described. This reaction leads to the formation of fused oxazolines in a highly diastereoselective manner under very mild conditions.

A library of potentially bioactive compounds through the novel 1H-indole-methyl-isocyanide and MCRs has been described. A flexible and efficient synthesis affording great complexity and diversity is achieved with moderate to good yields with no need for protection and deprotection steps.