624-67-9Relevant academic research and scientific papers
Aerobic oxidation of propargyl alcohol: A convenient method for the synthesis of propiolaldehyde
Liu, Jinxian,Ma, Shengming
, p. 1624 - 1626 (2013)
Propiolaldehyde was prepared by the oxidation of propargyl alcohol using molecular oxygen as the oxidant under atmospheric pressure and room temperature in a decent yield. Compared to the previous method with CrO3, such a protocol avoids the use of a stoichiometric amount of oxidant, and the workup procedure is much more eco-friendly and convenient affording a higher yield of the product. Georg Thieme Verlag Stuttgart . New York.
Ethynylhydroxycarbene (H-CC-C¨-OH)
Bernhardt, Bastian,Ruth, Marcel,Eckhardt, André K.,Schreiner, Peter R.
supporting information, p. 3741 - 3746 (2021/04/06)
The species on the C3H2O potential energy surface have long been known to play a vital role in extraterrestrial chemistry. Here we report on the hitherto uncharacterized isomer ethynylhydroxycarbene (H-CC-C¨-OH, 1) generated by high-vacuum flash pyrolysis of ethynylglyoxylic acid ethyl ester and trapped in solid argon matrices at 3 and 20 K. Upon irradiation at 436 nm trans-1 rearranges to its higher lying cis-conformer. Prolonged irradiation leads to the formation of propynal. When the matrix is kept in the dark, 1 reacts within a half-life of ca. 70 h to propynal in a conformer-specific [1,2]H-tunneling process. Our results are fully consistent with computations at the CCSD(T)/cc-pVTZ and the B3LYP/def2-QZVPP levels of theory.
PROTEASOME INHIBITING ?-LACTAM PRODRUGS USEFUL FOR THE TREATMENT OF CANCER AND NEURODEGENERATIVE DISORDERS
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Page/Page column 53; 54; 55, (2018/07/29)
The present invention relates generally to proteasome inhibiting β-lactam compounds useful for the treatment of cancer and neurodegenerative disorders. The invention also provides pharmaceutical compositions and extended release formulations of said compounds, and medical uses of said compounds and/or pharmaceutical compositions to treat cancer and neurodegenerative disorders.
DABCO-bis-CC: An efficient alternative to PCC
Saikia, Bishwajit
, p. 583 - 586 (2018/06/26)
We have developed a new chromium based reagent ‘DABCO?bis-CC’ for the straightforward oxidation of alcohols to corresponding carbonyl compounds with high efficiency. The present results demonstrate a broad range of alcohols including primary, secondary, aliphatic, benzylic and heterocyclic alcohols are tolerated as substrates at room temperature.
Chiral Supramolecular U-Shaped Catalysts Induce the Multiselective Diels-Alder Reaction of Propargyl Aldehyde
Hatano, Manabu,Sakamoto, Tatsuhiro,Mizuno, Tomokazu,Goto, Yuta,Ishihara, Kazuaki
supporting information, p. 16253 - 16263 (2018/11/27)
The Diels-Alder reaction, which is a traditional [4 + 2] cycloaddition with two carbon-carbon bond formations, is one of the most powerful tools to synthesize versatile and unique six-membered rings. We show that chiral supramolecular U-shaped boron Lewis acid catalysts promote the unprecedented multiselective Diels-Alder reaction of propargyl aldehyde with cyclic dienes. Independent from the substrate control, enantio-, endo/exo-, π-facial-, regio-, site-, and substrate-selectivities could be controlled by the present U-shaped catalysts. The obtained reaction products could access the concise synthesis of chiral diene ligands and a key intermediate of (+)-sarkomycin. The results presented here might partially contribute to the development of artificial enzyme-like supramolecular catalysts for multiselective reactions, which will be able to target organic compounds that have thus far eluded synthesis.
Reactivity of indole-3-alkoxides in the absence of acids: Rapid synthesis of homo-bisindolylmethanes
Chinta, Bhavani Shankar,Baire, Beeraiah
, p. 8106 - 8116 (2016/11/22)
An unprecedented behaviour of in situ generated indole-3-alkoxides (MgX or Li) has been reported. Tuning the electronic properties of the alkoxides offered the direct and selective construction of bisindolylmethanes and indole-3-carbinols. This process shows very broad scope and represents the reagent (external) free, greener synthesis of structurally divergent bisindolylmethanes.
Silica supported Thallium (III) Nitrate: An effective oxidant for oxidation of alcohols to the carbonyl compounds
Manesh, Abbas Amini,Nazari, Tahereh
, p. 3001 - 3004 (2015/11/27)
Thallium (III) Nitrate Supported on Silica gel was found to be an efficient reagent system for oxidation of primary and secondary alcohols to their corresponding carbonyl compounds under mild conditions. The striking features of our method are: short reaction times, formation of no over oxidation products due to high selectivity and mild nature of oxidant, easy work-up procedure, high yields and carbon carbon double or triple bond functional group in the alcohol structure does not oxidize to other group.
Immobilized magnetic nano catalyst for oxidation of alcohol
Bhat, Pooja B.,Rajarao, Ravindra,Sahajwalla, Veena,Bhat, Badekai Ramachandra
, p. 42 - 49 (2015/09/01)
Covalent attachment of Schiff base on magnetic nanoparticles yielded good selectivity for oxidation of alcohols. The ferromagnetic interaction in the complex added comprehensive advantage in enhancing the catalytic activity of the nanocatalyst. A greener approach for alcohol oxidation was achieved in solventless method with good yield (>78%). Leaching experiments confirmed a strong interaction between magnetic support and complex. The catalyst showed significant conversion even after 5 catalytic runs.
An immobilised Co(ii) and Ni(ii) Schiff base magnetic nanocatalyst via a click reaction: A greener approach for alcohol oxidation
Bhat, Pooja B.,Bhat, Badekai Ramachandra
, p. 4933 - 4938 (2015/06/16)
A Schiff base immobilised nanocatalyst was synthesized via copper catalysed alkyne azide cycloaddition (CuAAC) on a magnetic support. The nanocatalyst exhibited high accessible active sites with a surface area of 76 m2 g-1 for a cobalt complex and 57 m2 g-1 for a nickel complex. A strong interaction between the magnetic support and the Schiff base was achieved by avoiding leaching during the course of reaction. The nanocatalyst efficiently oxidised both primary and secondary alcohols to carbonyl with improved yield in a solventless system rendering a greener approach.
Nickel hydroxide/cobalt-ferrite magnetic nanocatalyst for alcohol oxidation
Bhat, Pooja B.,Inam, Fawad,Bhat, Badekai Ramachandra
, p. 397 - 402 (2014/09/17)
A magnetically separable, active nickel hydroxide (Bronsted base) coated nanocobalt ferrite catalyst has been developed for oxidation of alcohols. High surface area was achieved by tuning the particle size with surfactant. The surface area of 120.94 m2 g-1 has been achieved for the coated nanocobalt ferrite. Improved catalytic activity and selectivity were obtained by synergistic effect of transition metal hydroxide (basic hydroxide) on nanocobalt ferrite. The nanocatalyst oxidizes primary and secondary alcohols efficiently (87%) to corresponding carbonyls in good yields.
