11 research outputs found

    Correction to Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2‑Chloro‑<i>N</i>‑(2-vinyl)aniline: Preparation of Carbazoles, Indoles, Dibenzazepines, and Acridines

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    Correction to Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2‑Chloro‑<i>N</i>‑(2-vinyl)aniline: Preparation of Carbazoles, Indoles, Dibenzazepines, and Acridine

    Correction to Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2‑Chloro‑<i>N</i>‑(2-vinyl)aniline: Preparation of Carbazoles, Indoles, Dibenzazepines, and Acridines

    No full text
    Correction to Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2‑Chloro‑<i>N</i>‑(2-vinyl)aniline: Preparation of Carbazoles, Indoles, Dibenzazepines, and Acridine

    Palladium-Catalyzed Cascade Assembly of Tricyclic Spiroethers from Diene-Alcohol Precursors

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    Palladium-catalyzed carboetherification-Heck reactions to form tricyclic spiroethers, which are frequently observed as scaffold segments of various biochemical compounds, from simple diene-alcohols have been carried out in a cascade fashion. This is the first attempt to link simple alcohols with diverse, medium-sized spiroether architectures. The reported synthetic strategy is short and robust and offers rapid delivery of a broad spectrum of tricyclic spiranoid ethers

    Palladium-Catalyzed Cascade Assembly of Tricyclic Spiroethers from Diene-Alcohol Precursors

    No full text
    Palladium-catalyzed carboetherification-Heck reactions to form tricyclic spiroethers, which are frequently observed as scaffold segments of various biochemical compounds, from simple diene-alcohols have been carried out in a cascade fashion. This is the first attempt to link simple alcohols with diverse, medium-sized spiroether architectures. The reported synthetic strategy is short and robust and offers rapid delivery of a broad spectrum of tricyclic spiranoid ethers

    Multifaceted α‑Enaminone: Adaptable Building Block for Synthesis of Heterocyclic Scaffolds Through Conceptually Distinct 1,2‑, 1,3‑, 1,4‑, and C–O Bond Forming Annulations

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    The new reactivity of <i>α,β</i>-unsaturated enaminones driven by their “dual electronic attitude” is reported. We introduce unexplored, α-enaminone synthones and reveal the unusual functionalities of these building blocks. The feasibility of this new concept is demonstrated in the direct functionalization of enaminone precursors, such as alkylation; 1,2- 1,3-, or 1,4-addition; and C–O bond formation. The general and potential applicability is presented through the collective synthesis of several important classes of heterocycles via controlled cyclizations of easily accessible common precursors. The rapid composition of novel key α-enaminone synthones yields an assembly of oxazines, azaspirones, quinolinones, and quinolinols in a regio- and chemoselective fashion

    Synthesis of Tricyclic Spiranoid Lactones via I<sub>2</sub>/Sm(II)- and I<sub>2</sub>/Pd(0)-Mediated Cyclizations of a Common Cycloalkylmethylene Precursor

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    A general synthesis of phylogenetically and structurally different tricyclic angularly fused spiranoid lactones, frequently observed as scaffold segments of various biochemical compounds and drugs of natural origin, is demonstrated via controlled cyclization of simple and easily accessible cycloalkylmethylene key precursors. The rapid composition of the key architecture yields an assembly of stable bicyclic iodolactones, which are converted to form a wide range of angularly fused tricyclic scaffolds

    Concise Palladium-Catalyzed Synthesis of Dibenzodiazepines and Structural Analogues

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    A general and highly efficient protocol for the synthesis of dibenzodiazepines and their structural analogues is reported. In the presence of catalytic quantities of palladium, readily accessible precursors are cross-coupled with ammonia and then spontaneously undergo an intramolecular condensation to form the corresponding dibenzodiazepines in one step. This new strategy is applicable to the construction of a wide variety of dibenzooxazepines and other structurally related heterocycles.Amgen Inc.National Institutes of Health (U.S.) (Grant GM-58160
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