Cascade Reaction between Methyl 3-Dehydroshikimate, Arylamines, and 2-Chloroalkyl Esters under Microwave Conditions: A Practical and Biomass-Based Synthesis of N-Aryl-1,4-benzoxazin-3-ones

Abstract

A biomass-based, metal- and ligand-free assembly of N-aryl-1,4-benzoxazin-3-ones from methyl 3-dehydroshikimate (3-MHDS), involving aliphatic to aromatic transformation followed by C–O and C–N forming reactions, is presented. A variety of N-aryl-1,4-benzoxazin-3-ones were efficiently synthesized in a one-pot consecutive manner under microwave conditions.

Key words

methyl 3-dehydroshikimate - N-aryl-1,4-benzoxazin-3-ones - metal-free - cascade reaction - cyclization

• References

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