Reaction between isocyanides and salicylic acid or 3-hydroxy-2-naphthoic acid to produce benzo or naphtho-fused 2-(alkylamino)-1,3-dioxin-4-one derivatives

Abstract

Protonation of isocyanides by salicylic acid or 3-hydroxy-2-naphthoic acid followed by addition of the conjugate anion of the acid to the resulting nitrilium cation and subsequent cyclisation of the iminoester intermediate formed leads to benzo or naphtho-fused 2-(alkylamino)-1,3-dioxin-4-one derivatives in excellent yields.