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The merged inverse-electron-demand hetero-Diels–Alder (ihDA)/retro-Diels–Alder (rDA) reaction sequence can be used to rapidly synthesise highly functionalised nitrogen heteroaromatics. The reaction offers many advantages: high atom economy, high levels of regioselectivity, it rarely requires a catalyst and, in some cases, can be performed in the absence of solvent. In this tutorial review we discuss the range of commonly used dienophiles and aza-dienes for this process whilst highlighting the reactivity trends, and illustrating their applications.
A review, with 85 references, highlighting the key features and applications of merged inverse-electron-demand hetero-/retro-Diels–Alder cascade processes, particularly as applied to the synthesis of aromatic nitrogen heterocycles.
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