Synthesis of heterocyclic compounds. Part 34. Reactions of chloro-sulphonyl isocyanate with carbon-nitrogen double bonds

Abstract

Anils react with chlorosulphonyl isocyanate (CSI) to yield triazinediones, whereas azines produce triazolotriazolones. Other compounds containing carbon-nitrogen double bonds (oximes, hydrazones, amidines, and carbodi-imides) also react with CSI giving synthetically useful results. The cycloaddition of CSI to azides is described.