Divergent Synthesis of [3,4]-Fused 3-Alkenyl-Oxindoles via Propargyl Alcohol-Triggered C(sp3)–H Functionalization

ACS Catalysis ◽  
2021 ◽  
pp. 943-952
Author(s):  
Fangzhi Hu ◽  
Xinyao Li ◽  
Zhanshuai Ding ◽  
Liang Wang ◽  
Chunyan Ge ◽  
...  
Keyword(s):  
Propargyl Alcohol

scholarly journals Regio- and Stereoselective Cyclopentannulation with Ketones and Propargyl Alcohol Derivatives. Synthesis ofdl-Nootkatone anddl-Muscopyridine

1981 ◽  
Vol 54 (9) ◽  
pp. 2747-2758 ◽  
Author(s):  
Tamejiro Hiyama ◽  
Masaki Shinoda ◽  
Hiroyuki Saimoto ◽  
Hitosi Nozaki
Keyword(s):  
Propargyl Alcohol

Phase diagram of propargyl alcohol

1974 ◽  
Vol 35 (4) ◽  
pp. 605 ◽  
Author(s):  
J. Ganguly ◽  
G.C. Kennedy
Keyword(s):  
Phase Diagram ◽  
Propargyl Alcohol

Direct conversion of secondary propargyl alcohol into 1,3-di-arylpropanone via DBU promoted redox isomerization and palladium assisted chemoselective hydrogenation in a single pot operation

2021 ◽  
Author(s):  
Rimpa De ◽  
S. Antony Savarimuthu ◽  
Shubhadeep Chandra ◽  
Mrinal K Bera
Keyword(s):  
Direct Conversion ◽  
Single Step ◽  
Propargyl Alcohol ◽  
Efficient Catalyst ◽  
Chemoselective Hydrogenation ◽  
Redox Isomerization

Palladium(II)acetate is found to be an efficient catalyst for the single-step conversion of secondary propargyl alcohol to 1,3-diarylpropanone derivatives under mild basic conditions. The reaction is believed to proceed via...

scholarly journals Simultaneous Polymerization and Formation of Poly(propargyl alcohol) Films by a Novel Palladium Catalyst

1995 ◽  
Vol 27 (9) ◽  
pp. 928-933 ◽  
Author(s):  
Mujie Yang ◽  
Hongmei Sun ◽  
Weiguo Chen
Keyword(s):  
Palladium Catalyst ◽  
Propargyl Alcohol

scholarly journals The catalytic activity of copper nanoparticles on aminomodified silica support in the flow azide-alkyne cycloaddition reaction using macrocyclic substrates

2019 ◽  
Vol 57 (2) ◽  
pp. 1-9
Author(s):  
Albina T. Nurmukhametova ◽  
◽  
Roman N. Belov ◽  
Vladimir A. Burilov ◽  
Igor S. Antipin ◽  
...  
Keyword(s):  
Copper Nanoparticles ◽  
Inductively Coupled Plasma ◽  
Chemical Reduction ◽  
Cycloaddition Reaction ◽  
Nitrogen Adsorption ◽  
Propargyl Alcohol ◽  
Hydroxyl Group ◽  
Aryl Azides ◽  
Consecutive Reaction ◽  
Inductively Coupled

Using the chemical reduction method, a copper-containing catalyst on an amino-modified silica was obtained. The structure and composition of the catalyst were characterized by low-temperature nitrogen adsorption and inductively coupled plasma mass spectrometry. It was found that the modification of silica with amino groups and copper nanoparticles leads to a significant change in textural characteristics: nanoparticles and the modifier fill the pores in the size range of 5-10 nm. Obtained catalyst showed good activity in the flow cycloaddition of azides and alkynes of various nature. The comparative activity of azides and alkynes was analyzed. It has been established that among the azides studied (benzyl azide, p-nitrobenzylazide, p-methoxybenzylazide, 2-azidoethylacetate and 1-azidodecane), alkyl and aryl azides with electron-withdrawing groups were most active due to an increase in the electrophilicity of the terminal nitrogen atom of the azide group. Among the studied acetylenes (phenylacetylene, hexin-1, trimethylsilylacetylene and propargyl alcohol), propargyl alcohol was the most and trimethylsilylacetylene was the less active. Increased activity of propargyl alcohol may be due to a donor hydroxyl group capable of coordinating with copper; reduced activity of trimethylsilylacetylene can be resulted from steric hindrances. p-tert-Butyl and p-H-calix[4]arens were also used in the reaction. Full conversion of macrocycles was achieved after 3 consecutive reaction cycles. The resulting triazoles were isolated and characterized by a complex of physical methods. Thus, It has been demonstrated that carrying out the reaction in a flow by maintaining stable and fully reproducible reaction parameters makes it possible to quickly evaluate the relative reactivity of molecules.

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