A review of the synthetic strategies toward spirobarbiturate-fused 3- to 7-membered rings

Abstract

This review covers the reported use of activated olefins, such as barbiturate-based olefins, for the synthesis of spirobarbiturate-fused three- to seven-membered carbo- and heterocyclic rings through different synthetic strategies.

Rh(II)‐Catalyzed Homocoupling/[4+1] Cycloaddition Cascade of Diazobarbiturates with Diazopyrazolones to Prepare Spirobarbiturates

“…1). [1] Due to the medicinal and biological potential of spirobarbiturates, their efficient and concise constructions have attracted considerable attention from organic and medicinal chemists. [2] In the past years, many elegant and powerful synthetic methodologies have been designed to accomplish the racemic and stereoselective preparations of structurally different spirobarbiturates.…”

Chemodivergent mechanosynthesis of cyclopentenyl and pyrrolinyl spirobarbiturates from unsaturated barbiturates and enamino esters

“…7 Spirobarbiturates, an important kind of spirocycles, are also ubiquitous in pharmacologically active compounds, such as antifungal agents, 8 anticancer agents, 9 anticonvulsant agents, 10 MMP-13 inhibitors, 11 DHODase inhibitors, 12 TACE inhibitors, 13 and so on. Although several synthetic methods have been established to access spirobarbiturate motifs, 14 the development of more convenient and efficient approaches to synthesize structurally diversified spirobarbiturates is still highly desirable.…”