Copper-Catalyzed Oxidative Dearomatization/Spirocyclization of Indole-2-Carboxamides: Synthesis of 2‑Spiro-pseudoindoxyls

A copper-catalyzed oxidative dearomatization/spirocyclization of indole-2-carboxamides using <i>tert</i>-butyl hydroperoxide (TBHP) as the oxidant has been developed that provides rapid and efficient access to C2-spiro-pseudoindoxyls. Two of the sp² C–H bonds are functionalized during the reaction process, and the reaction likely proceeds via the formation of a highly reactive 3<i>H</i>-indol-3-one intermediate followed by aromatic electrophilic substitution with the <i>N</i>-aryl ring of the amide moiety

LDA-Promoted Synthesis of 3‑Amino Furans by Selective Lithiation of Enaminones

An efficient cascade β-metalation/addition/cyclization reaction promoted by LDA is described in which 3-amino furans were constructed from enaminones and aldehydes. A broad range of substituents on the starting compounds was tolerated, and the polysubstituted furans were gained with moderate to excellent yields within 2 h

DataSheet_2_Metabolic-related gene pairs signature analysis identifies ABCA1 expression levels on tumor-associated macrophages as a prognostic biomarker in primary IDHWT glioblastoma.docx

BackgroundAlthough isocitrate dehydrogenase (IDH) mutation serves as a prognostic signature for routine clinical management of glioma, nearly 90% of glioblastomas (GBM) patients have a wild-type IDH genotype (IDHWT) and lack reliable signatures to identify distinct entities.MethodsTo develop a robust prognostic signature for IDHWT GBM patients, we retrospectively analyzed 4 public datasets of 377 primary frozen tumor tissue transcriptome profiling and clinical follow-up data. Samples were divided into a training dataset (204 samples) and a validation (173 samples) dataset. A prognostic signature consisting of 21 metabolism-related gene pairs (MRGPs) was developed based on the relative ranking of single-sample gene expression levels. GSEA and immune subtype analyses were performed to reveal differences in biological processes between MRGP risk groups. The single-cell RNA-seq dataset was used to examine the expression distribution of each MRG constituting the signature in tumor tissue subsets. Finally, the association of MRGs with tumor progression was biologically validated in orthotopic GBM models.ResultsThe metabolic signature remained an independent prognostic factor (hazard ratio, 5.71 [3.542-9.218], P ConclusionsThe metabolic signature is expected to be used in the individualized management of primary IDHWT GBM patients.</p

Copper-Catalyzed Synthesis of Substituted Quinolines via C–N Coupling/Condensation from <i>ortho</i>-Acylanilines and Alkenyl Iodides

An efficient cascade copper-catalyzed intermolecular Ullmann-type C–N coupling/enamine condensation reaction is described, in which <i>ortho</i>-acylanilines and alkenyl iodides converted to multisubstituted quinolines in good to excellent yields

Transition-Metal-Free Ring Expansion Reactions of Indene-1,3-dione: Synthesis of Functionalized Benzoannulated Seven-Membered Ring Compounds

A novel ring expansion reaction of indene-1,3-dione with alkynyl ketones under transition-metal-free conditions has been developed. This process offers an efficient and direct way to synthesize benzoannulated seven-membered rings or fused-ring compounds through C–C σ-bond activation. Notable features of the procedure include easily accessible starting materials, good functional group tolerance, and high atom economy

Metal/Benzoyl Peroxide (BPO)-Controlled Chemoselective Cycloisomerization of (<i>o</i>‑Alkynyl)phenyl Enaminones: Synthesis of α‑Naphthylamines and Indeno[1,2‑<i>c</i>]pyrrolones

Synthetic methods involving chemoselective tandem reactions for the synthesis of α-naphthylamines and indeno­[1,2-<i>c</i>]­pyrrolones starting from (<i>o</i>-aklynyl)­phenyl enaminones are described. When reactions were carried out in <i>N,N</i>-dimethyl­formamide (DMF) using a AgNO₃ catalyst, α-naphthylamines were obtained in up to 89% isolated yields within 2 h. Whereas indeno­[1,2-<i>c</i>]­pyrrolones were produced in high isolated yields in the presence of benzoyl peroxide (BPO) and CuCl catalysis