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

Abstract

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.

Key words

isochroman-4-one - benzoxazin-3-one - Horner–Wadsworth–Emmons reaction - organophosphorus compound

Publication History

Received: 06 May 2021

Accepted after revision: 04 June 2021

Accepted Manuscript online:
04 June 2021

Article published online:
29 June 2021

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