Metal-free [2+1+3] Cycloaddition of Trifluoroacetaldehyde N-Sulfonylhydrazones with Hexahydro-1,3,5-triazines Leading to Trifluoromethylated 2,3,4,5-Tetrahydro-1,2,4-triazines

A transition-metal-free [2 + 1 + 3] cycloaddition of trifluoroacetaldehyde N-sulfonylhydrazone and hexahydro-1,3,5-triazine was described. This operationally simple protocol provides a general synthesis of diverse trifluoromethylated 2,3,4,5-tetrahydro-1,2,4-triazines in 81-97% yield with a broad substrate scope, including aryl, benzyl, and alkyl hexahydro-1,3,5-triazine.

Automated summary

A transition-metal-free [2 + 1 + 3] cycloaddition reaction of trifluoroacetaldehyde N-sulfonylhydrazone and hexahydro-1,3,5-triazine was described, providing a general synthesis of diverse trifluoromethylated 2,3,4,5-tetrahydro-1,2,4-triazines in good yields (81-97%) with a broad substrate scope, including aryl, benzyl, and alkyl hexahydro-1,3,5-triazine.