One-Pot Synthetic Approaches for the Construction of Isochroman-4-ones and Benzoxazin-3-ones Using O,P-Acetals

A method for synthesizing six-membered heterocyclic compounds was developed based on the features of O,P-acetals. Sequential reactions of intramolecular cyclization between the methylene carbon atom of O,P-acetal and its electrophilic functional group (ester or protected carbamate) was followed by Horner-Wadsworth-Emmons (HWE) olefination with various aldehydes. The developed one-pot method yielded isochroman-4-one and benzoxazin-3-one derivatives with an alkylidene moiety.

Automated summary

A method for synthesizing six-membered heterocyclic compounds was developed using O,P-acetals, involving intramolecular cyclization and Horner-Wadsworth-Emmons olefination to yield isochroman-4-one and benzoxazin-3-one derivatives with an alkylidene moiety.