In this study, a radical‐triggered cyclization of o‐alkenyl aromatic isocyanides prepared from accessible starting materials is developed. The reaction provides a general and efficient method for the ...synthesis of 4‐CN‐2‐CF3/CF2H‐containing quinolines under copper or visible‐light photoredox catalysis in a one‐pot synthetic procedure. This protocol demonstrates good to high yields, broad substrate scope, and good functional group tolerance.
Efficient recruitment and angiogenesis of endothelial progenitor cells (EPCs) are critical during a thrombus event. However, the details of EPC recruitment and the regulation of angiogenesis have not ...been fully determined. The aim of this study was to determine the role of the long noncoding (lnc)RNA Wilms tumor 1 associated protein pseudogene 1 (WTAPP1) in regulation of the migration and angiogenesis of EPCs. EPCs were isolated from human peripheral blood and characterized by flow cytometry, after which lentivirus‐mediated lncRNA WTAPP1 overexpression and knockdown were performed. Scratch assay, Transwell assay, and in vitro and in vivo tube formation assays were performed to measure cell migration, invasion, and angiogenic abilities, respectively. Moreover, a microarray screen, bioinformatic prediction, and quantitative PCR and Western blot of miRNAs interacting with lncRNA WTAPP1 were conducted. Western blot was carried out to elucidate the relationship among WTAPP1, miR‐3120‐5P, and MMP‐1 in the autophagy pathway. WTAPP1 positively regulated migration, invasion, and in vitro and in vivo tube formation in EPCs by increasing MMP‐1 expression and activating PI3K/Akt/mTOR signaling. Furthermore, WTAPP1 contains a putative miR‐3120‐5P binding site. Suppression of WTAPP1 by miR‐3120‐5P decreased the level of MMP‐1. In addition, we demonstrated that suppression of the autophagy pathway is involved in the effects of WTAPP1 on EPC migration and angiogenesis. The lncRNA WTAPP1, a molecular decoy for miR‐3120‐5p, regulates MMP‐1 expression via the PI3K/Akt and autophagy pathways, thereby mediating cell migration and angiogenesis in EPCs. Acting as a potential therapeutic target, the lncRNA WTAPP1 may play an important role in the pathogenesis of DVT. Stem Cells 2018;36:1863–12
The long noncoding RNA Wilms tumor 1 associated protein pseudogene 1, a molecular decoy for miR‐3120‐5p, regulates MMP‐1 expression via the PI3K/Akt and autophagy pathways, thereby mediating cell migration and angiogenesis in endothelial progenitor cells.
In this study, visible‐light‐induced 3+2 cyclization reactions of hydrazones with hypervalent iodine diazo reagents as diazomethyl radical precursors are reported. Mild reaction conditions, a broad ...substrate scope, and excellent functional group compatibility were observed. Furthermore, the synthetic utility was demonstrated by gram‐scale synthesis and elaboration to several value‐added products. This protocol broadens the scope of diazo chemistry, and is applicable to the late‐stage functionalization of natural products.
A ruthenium(II)‐catalyzed hydroamination of allenoates with arylamines has been developed. This strategy provides an approach to synthesize E‐allylic amines in good yields with high atom‐economy and ...high levels of chemo‐, regio‐ and E‐selectivities with a broad substrate scope.
A novel base‐catalyzed 1,6‐conjugated addition of p‐QMs with diphenylphosphane oxide/phosphites has been developed. This reaction provides a highly efficient strategy for the construction of ...diarylmethyl phosphonate compounds in moderate to excellent yields with a broad substrate scope and good functional group tolerance under mild and metal‐free conditions. Moreover, the reaction can be carried out on a gram scale, which opens up the possibility for practical applications.
We report a novel base‐catalyzed 1,6‐conjugated addition of p‐QMs with diphenylphosphane oxide/phosphites to construct diarylmethyl phosphonate compounds. This reaction features the readily available substrates, high reaction efficiency, a broad substrate scope (46 examples), and good functional group tolerance under mild metal‐free conditions.
Homocoupling of weakly coordinating sulfoxonium ylides was accomplished via ruthenium (II) catalyzed C−H activation process. This strategy provides a convenient, efficient and step‐economic method to ...access 3‐substituted isocoumarins with good functional group tolerance. The sulfoxonium ylide acts both as the convenient aromatic substrate and the acylmethylation reagent in this transformation. Moreover, the products could be transformed to diverse valuable derivatives.
Comprehensive Summary
Isochromanone is the core structure of many bioactive compounds. Direct oxidation of isochromans is one of leading methods for the construction of isochromanones, while most ...established processes remain suffering from the use of environmentally unfriendly metal oxidants, harsh reaction conditions, and the difficulty in catalyst recycling and product separation. Herein, we report a convenient, cost‐effective, and green method for the synthesis of high‐value added isochromanones via isochroman oxidations with O2 by a novel heterogeneous vanadium cluster catalyst (Cat.1) under mild conditions. This reaction protocol demonstrates high catalytic activity with good catalyst recyclability and reusability for a wide scope of substrates.
Herein, we report a convenient, cost‐effective, and green method for the synthesis of high‐value added isochromanones via isochroman oxidations with O2 by a novel heterogeneous vanadium cluster catalyst (Cat.1) under mild conditions. This reaction protocol demonstrates high catalytic activity with good catalyst recyclability and reusability for a wide scope of substrates.
A visible‐light‐induced site selective C−H alkylation of heterocyclic N‐oxides with N‐hydroxyphthalimide esters was developed using Eosin Y as the photocatalyst in the presence of Cs2CO3 under ...redox‐neutral and mild conditions. Using N‐hydroxyphthalimide esters as the radical precursors, quinoline and pyridine N‐oxides were readily coupled with a wide range of primary, secondary, and tertiary radicals to afford the desired alkylated heterocyclic N‐oxides in moderated to excellent yields. Importantly, this reaction protocol also successfully demonstrated its applications for the construction of glycosyl or bioactive natural dehydroabietic acid containing heterocyclic N‐oxides, as well as the pharmaceutical and agrochemical active alkylated quinine‐based functional molecules (potential antimalarial drug).
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•A general and facile visible-light-promoted method.•Metal-free organic dye catalyzed perfluoroalkylation of hydrazones.•Excellent functional group compatibility, broad substrate ...scope, moderate to excellent yields (26–85%), gram-scale.
A general and facile visible-light-promoted organic dye catalyzed perfluoroalkylation of hydrazones has been developed using inexpensive and non-toxic Eosin Y as the photoredox catalyst under mild conditions. This reaction protocol exhibits synthetic simplicity, broad scope of substrates, and excellent functional group compatibility. A gram scale synthesis can be also facilitated with a satisfactory yield, which opens up the possibility of practical applications.
Comprehensive Summary
A visible‐light‐induced tandem radical intramolecular cyclization/arylation of quinoxalin‐2(1H)‐ones with bromodifluoroacetamides is described. This protocol allows efficient ...access to a variety of valuable α,α‐difluoro‐γ‐lactam‐fused quinoxalin‐2(1H)‐ones in moderate to good yields under metal‐free, mild and redox neutral reaction conditions. This strategy is tolerant of various functional groups and a broad range of substrates. The mechanism experiments suggested an involvement of 5‐exo‐trig cyclization and a radical process in this transformation.
Various α,α‐difluoro‐γ‐lactam‐fused quinoxalin‐2(1H)‐ones were synthesized via the photoredox catalyzed radical tandem cyclization/arylation of quinoxalin‐2(1H)‐ones with bromodifluoroacetamides under mild and redox neutral reaction conditions.
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