Abstract

As an important moiety in natural products, N,O-acetal has attracted wide attention in the past few years. An efficient method to construct N,O-acetal has been developed. Using silver catalyst, cyclobutenediones were smoothly converted to the corresponding γ-aminobutenolides in the presence of formamides, in which cyclobutenediones likely proceed with a key decarbonylative [3 + 2] cycloaddition process. In this way, a series of products with varied substituents were isolated in moderate yield and fully characterized.

Highlights

  • N,O-Acetal/ketal represent an important architecture in bioactive natural and pharmaceutical products [1,2,3]

  • Tegafur [10] containing a hemiaminal ether skeleton is used as an anticancer reagent and indolinooxzolidines [11]

  • We firstly examined the reaction of various formamides (2a–f) with diphenylcyclobutenedione (1a) under standard conditions

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Summary

Introduction

N,O-Acetal/ketal represent an important architecture in bioactive natural and pharmaceutical products [1,2,3]. Tegafur [10] containing a hemiaminal ether skeleton is used as an anticancer reagent and indolinooxzolidines [11]

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