Synthesis of oxazole and furan derivatives via Rh2(OAc)4-catalyzed C≡X bond insertion of cyclic 2-diazo-1,3-diketones with nitriles and arylacetylenes

Abstract

A convenient and efficient procedure for the synthesis of 2-substituted-6,7-dihydrobenzo[d]oxazol-4(5H)-ones and 2-aryl-6,7-dihydrobenzofuran-4(5H)-ones through a Rh₂(OAc)₄-catalyzed C≡X (X?=?N, C) insertion of cyclic 2-diazo-1,3-diketones with nitriles and aromatic alkynes has been developed. This reaction uses readily available starting materials and stable cyclic 2-diazo-1,3-diketone compounds, with desired products formed in good to high yields. A tentative mechanism involving a C≡X bond insertion and 1,5-dipolar electrocyclization/ring opening and cyclization sequence for this reaction is proposed.     

The ring-opening of chiral oxazoline involving pyrrolidone

Chiral N-[1-benzyl-2-hydroxyethyl]-3-[2-oxo-pyrrole]propionamide (C₁₆H₂₂N₂O₃) was obtained unexpectedly from the reaction of oxazoline involving pyrrolidone with copper acetate monohydrate, and the structure was characterized by NMR, IR, elemental analysis, and X-ray analysis.     

Characterization and properties of plywood bioadhesive derived from cottonseed protein and sawdust cellulose

Cellulose - The development of plant adhesive with good bonding strength, water resistance and thermal stability remains challenging to replace formaldehyde-based adhesive resins that usually...     

FeO(OH)@C-Catalyzed Selective Hydrazine Substitution of p-Nitro-Aryl Fluorides and their Application for the Synthesis of Phthalazinones

An efficient hydrazine substitution of p-nitro-aryl fluorides with hydrazine hydrates catalyzed by FeO(OH)@C nanoparticles is described. This hydrazine substitutions of p-nitro-aryl fluorides bearing electron-withdrawing groups proceeded efficiently with high yield and selectivity. Similarly, hydrogenations of p-nitro-aryl fluorides containing electron-donating groups also smoothly proceeded under mild conditions. Furthermore, with these prepared aryl hydrazines, some phthalazinones, interesting as potential structures for pharmaceuticals, have successfully been synthesized in high yields.     

Near-infrared emission carrier,Er3+-doped ZnAl-LDH,for delivery and release of ibuprofen in vitro

Journal of Sol-Gel Science and Technology - A drug delivery system with near-infrared emissions response to drug delivery and release is essential as marking or targeting drug delivery system. For...     

Fast Doping of Cu into ZnSe NCs by Hydrazine Promoted Cation Exchange in Aqueous Solution at Room Temperature

Controllable doping is an effective way of tuning the properties of semiconductor nanocrystals (NCs). In this work, a simple strategy of fast doping Cu ions into ZnSe NCs under ambient conditions was proposed. The principle of doping is based on hydrazine (N₂H₄) promoted cation exchange reaction. By direct addition of Cu ion stock solution into the preformed ZnSe NCs, Cu doped ZnSe NCs can be obtained. Furthermore, the emission of doped NCs can be tuned by changing the amount of impurity ion addition. The cation exchange reaction is facilitated by three factors: 1) N₂H₄ addition, 2) fast impurity ions, and 3) partial stabilizer removal. The proposed cation exchange reaction in aqueous solution could be an alternate route for NC doping as well as synthesis of ionic NCs.     

Skeleton Decoration of NHCs by Amino Groups and its Sequential Booster Effect on the Palladium‐Catalyzed Buchwald–Hartwig Amination

A challenging synthetic modification of PEPPSI‐type palladium pre‐catalysts consisting of a stepwise incorporation of one and two amino groups onto the NHC skeleton was seen to exert a sequential enhancement of the electronic donor properties. This appears to be positively correlated with the catalytic performances of the corresponding complexes in the Buchwald–Hartwig amination. This is illustrated, for example, by the quantitative amination of 4‐chloroanisole by morpholine within 2 h at 25 °C with a 2 mol % catalyst/substrate ratio or by a significant reduction of catalytic loading (down to 0.005 mol %) for the coupling of aryl chlorides with anilines (max TON: 19 600).     

Synthesis and photopolymerization kinetics of a single-molecular hydrogen-abstract free radical photoinitiator 1,3-Benzodioxole-5-yl-Methyl-Maleimide

1,3-benzodioxole-5-yl-methyl-maleimide (BDOMM), a type of hydrogen-abstraction photoinitiator with both hydrogen donor and acceptor in one molecule for free radical photopolymerization, was synthesized through the reaction of piperonyl amine and maleic anhydride and characterized by IR, UV and 1H NMR spectroscopy. The results obtained indicated that the introduction of BDOMM could avoid the use of additional amine coinitiator, decrease the leachablity of photoinitiator and maintain high photo-initiation efficiency.