Anodic oxidation of alkyl isocyanates and their thio derivatives in acetonitrile

Isothiocyanates in the chemistry of heterocycles

“…317 This anodic oxidation was also carried out in acetonitrile medium and it was observed that primary alkyl isothiocyanates furnished mainly five-membered heterocyclic products while tertiary ones afforded amides due to a-cleavage or isocyanates as a result of substitution of sulfur with oxygen. 318 Recently, cyclization, cv-cleavage, and substitution process in the anodic oxidation of alkyl isothiocyanates were reviewed.319 4. Conversion of Preformed Heterocycles to Other Rings As already mentioned, some heterocycles reacted with isothiocyanates to give other rings. For instance, Nethyloxaziridine (335) with phenyl isothiocyanate afforded three isomeric compounds 336, 337, and 338, SCHEME 32 RN=C=S R = alkyl respectively, apparently by the involvement of nitrene as an intermediate.…”

Polyfunctionalized 3-nitropyridine derivatives by [4 + 2] cycloadditions of 4-nitro-3-phenylisoxazole-5-carboxylates with enamines: applications and limits

“…Caled for CnH8N205: C, 53.23; H, 3.25; N, 11.29. Found: C, 53.43; , 3.40; N, 11.50. Reactions of the Nitro Esters 2a,b with 4-(l-Cyclopenten-l-yl)morpholine (3). Preparation of Compounds 4a,b and 15.…”