1,3,5‐Triazinanes as Formaldimine Surrogates in the Ugi Reaction

In the present study, a new synthetic strategy towards N‐acylated glycinamides was developed by the use of 1,3,5‐triazinanes as formaldimine surrogates in the Ugi reaction. The targeted products were obtained in a combinatorial, diversity‐oriented fashion in good yields. Further modifications allowed us to adapt this procedure for the one‐pot two‐step syntheses of a local anesthetic druglidocaine and several unsymmetrically substituted diketopiperazines. 1,3,5‐Triazinanes were used as easily accessible, bench‐stable formaldimine surrogates in the Ugi reaction for rapid assembly of glycinamide derivatives with three elements of diversity, in good to nearly quantitative yields. This protocol was applied for one‐pot two‐step syntheses of lidocaine and several unsymmetrically substituted diketopiperazines.