Synthesis of N-substituted 3-nitrophthalimides

Total synthesis of all (−)-agelastatin alkaloids

“…We next aimed to develop a general strategy for the introduction of the imidazolone substructure present in the targeted pre-agelastatin 16. 39 Initially, we focused on the direct addition of transmetallated derivatives of triazone 27 (Scheme 2, metal ¼ Li, Mg, Cu, Ce, Zn) to the bicyclic C5-ester (+)-21. Unfortunately, these attempts were plagued by either lack of reactivity, the formation of by-products associated with metal-halogen exchange, double addition, or competing decomposition pathways.…”

ZnCl2/Urea Eutectic Solvent as Stable Carbonylation Source for Benign Synthesis of 2–Benzimidazolones and 2–Imidazolones: An Effective Strategy for Preventing NH3 Gas Evolution

“…2‐Imidazolones and 2‐benzimidazolones are biologically active azaheterocyclic motifs that have attracted a great deal of attention as active drugs . Due to a wide range of pharmacological properties including antibacterial, antifungal, antitumor, analgesic, hypotensive and anti‐inflammatory activity, synthesis of these scaffolds has gained considerable attention in recent years .…”

“…[50] 2-Imidazolones and 2-benzimidazolones are biologically active azaheterocyclic motifs that have attracted a great deal of attention as active drugs. [51][52][53][54] Due to a wide range of pharmacological properties including antibacterial, antifungal, antitumor, analgesic, hypotensive and anti-inflammatory activity, [55,56] synthesis of these scaffolds has gained considerable attention in recent years. [57,58] While various synthetic methods have been implemented to prepare these valuable compounds, [59][60][61] the carbonylation of diamines still remains a convenient, straightforward and practical route for the preparation of these N,N-heterocycles.…”

Syntheses of 1,3-Imidazolin-2-Ones and 1,3-Imidazolin-2-Thiones from New Building Blocks, γ-Aminoacetoacetanilides

“…7 There are many known methods for the synthesis of 1,3-imidazolin-2-ones and 1,3-imidazolin-2-thiones, including Marckwald's method. 8 Recently, the novel synthesis of imidazolin-2-thiones was reported by Zeng et al, and their use in organic synthesis was reviewed by Zav'yalov et al 9,10 The starting γ-chloroacetoacetanilides 1 were prepared by the same method as previously reported. 3 R-Aminoketones are considerably less well behaved for organic syntheses, as compared to R-aminoesters, because of self-condensation reactions.…”

“…There are many known methods for the synthesis of 1,3-imidazolin-2-ones and 1,3-imidazolin-2-thiones, including Marckwald’s method . Recently, the novel synthesis of imidazolin-2-thiones was reported by Zeng et al, and their use in organic synthesis was reviewed by Zav’yalov et al , …”