p-Toluenesulfonylmethyl isocyanide (TosMIC) is used as the isonitrile component in Passerini reactions with chromone-3-carboxaldehydes to yield chromenyl-amidoesters in good yields.

The present work provides a comprehensive theoretical and experimental study of the vibrational circular dichroism of (S)-α-phenylethyl isocyanide in chloroform. The structure in solution is investigated systematically by density functional theory calculations starting from the isolated molecule and then by considering solvent effects implicitly using the PCM and explicitly by taking into accou...

The reactions of human hemoglobin with a series of 13 alkyl isocyanides have been examined in equilibrium titration experiments at pH 7, 20 degrees C. The ligands include: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, (+)- and (-)-sec-butyl, tert-butyl, n-pentyl, n-hexyl, cyclohexyl, and benzyl isocyanides. All of these compounds exhibit sigmoidal binding curves; however, the amount of...

The cycloaddition of the von Leusen's reagent (p-tolylsulfonyl)methyl isocyanide (TosMIC) to alpha-aroylketene dithioacetals (AKDTAs) in the presence of sodium hydride in THF at rt resulted in a facile synthesis of the 4-aroyl-3-methylsulfanyl-2-tosylpyrroles 3 in good yield along with a minor amount of 4-[(4-methylphenyl)sulfonyl]-1-[(methylsulfanyl)methyl]-1H-imidazole 4. This study lead to t...

The synthesis and anti-cancer activity evaluation of fused imidazoquinoline compounds is reported in this paper. Yb(OTf)3 has been utilized as a catalyst for the synthesis of 1,4-diaryl substituted imidazo[4,5-c]quinolines via a modified Pictet-Spengler approach. The desired imidazole ring was synthesized from imines using TosMIC (toluenesulfonylmethyl isocyanide) and subsequently functionalize...

Liver cytochrome P-450 forms two spectroscopically and functionally distinct compounds with ethyl isocyanide, but the structural basis for the difference between them is unknown. We have examined the relative rates of formation of the two compounds at low temperatures. Reduced cytochrome P-450 was generated photochemically from its carbon monoxide complex at temperatures below O’, and allowed t...

Addition of an excess of t-butyl isocyanide to solid Mo2 (0, CCF3 )4 or MO?_ (0, CMe)4 gives (t-BuNC), Mo(Oz CCF3 )* or (t-BuNC), Mo(Oz CMe), , respectively. The quadruple bond in K4 MO* Cl8 or Cl4 MO, (n-Bus P)4 also can be cleaved by an excess of t-butyl isocyanide to yield (t-BuNC), MoCl, _ The anionic ligands can be exchanged with ammonium hexafluorophosphate in presence of excess t-BuNC to...

The m-terphenyl isocyanides CNAr(Mes2) and CNAr(Dipp2) support five-coordinate, isocyanide/carbonyl monoanions of manganese. For CNAr(Dipp2), a bis-isocyanide anion is available that is remarkably well behaved upon reaction with electrophiles. Most notable is the formation of an unprecedented chloride-substituted metallostannylene.

A novel and efficient route for the preparation of quinazolin-4(3H)-imines via a palladium-catalyzed three-component reaction of carbodiimide, isocyanide, and nucleophile is described. The palladium-catalyzed isocyanide insertion is believed to be the key step during the reaction process.

The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Schöllkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.