scholarly journals Chemoselectivity-independent Cu-mediated coupling to construct the hydroquinoline skeleton of symbioimine

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Rie Fujita ◽  
Kengo Hanaya ◽  
Takeshi Sugai ◽  
Shuhei Higashibayashi

AbstractConstruction of the hydroquinoline skeleton of symbioimine by Cu-mediated N-alkenylation or O-alkenylation of an allyl aminoalcohol, in which either chemoselectivity could lead to the target compound, was investigated. O-alkenylation followed by Claisen rearrangement was favored with high selectivity under a ligand-free condition. Subsequent intramolecular condensation furnished the hydroquinoline skeleton of symbioimine.

2020 ◽  
Vol 17 (8) ◽  
pp. 654-660
Author(s):  
Shermineh Sadat Ghalehbandi ◽  
Dadkhoda Ghazanfari ◽  
Sayed Ali Ahmadi ◽  
Enayatollah Sheikhhosseini

Introduction: We developed a simple, fast and new method for the Fries rearrangement of aryl esters. Materials and Methods: 4-Hydroxy pyridinium triflate functionalized silica is a very efficient, reusable and economically available catalyst for the Fries rearrangement in solvent-free condition and under microwave irradiation. Results and Discussion: Also, a notable selectivity was observed in the presence of 4-hydroxy pyridinium triflate functionalized silica. Conclusion: Selectivity, shorter reaction time, high yield, and easy work-up are advantages of this synthetic method.


Tetrahedron ◽  
2019 ◽  
Vol 75 (52) ◽  
pp. 130777
Author(s):  
Rajeev V. Hegde ◽  
Arnab Ghosh ◽  
Siddappa A. Patil ◽  
Ramesh B. Dateer

2012 ◽  
Vol 487 ◽  
pp. 107-110
Author(s):  
Feng Wen ◽  
Yi Feng Zhu ◽  
Xiao Nian Li

Pd-only catalyst supported on activated carbon has been prepared by chemical impregnation and used to catalyze the hydrogenation of 2-chloro-6-nitrotoluene (2-CNT) to 3-chloro-2-methylaniline in solvent-free condition. The effects of reaction temperature,H2 pressure on the hydrogenation have been investigated. The reaction showed very high selectivity with the dehalogenation side product with a yield of less than 1.2 %. The most favorable conditions could be temperature= 353 K, stirring speed= 1200 rpm, H2 pressure= 1 MPa. The catalytic hydrogenation reaction was found to have a zero order with hydrogen and 1 order with 2-CNT. The apparent activation energy of the hydrogenation was 60.58 kJ/mol.


Author(s):  
Soumyadeep Chakrabortty ◽  
Nils Rockstroh ◽  
Stephan Bartling ◽  
Henrik Lund ◽  
Bernd H Mueller ◽  
...  

Alkyl cyclohexanes were synthesized in high selectivity via a combined hydrogenation/hydrodeoxygenation of aromatic ketones using ligand-free RhCl3 as pre-catalyst in trifluoroethanol as solvent. The true catalyst consists of rhodium nanoparticles...


2012 ◽  
Vol 30 (10) ◽  
pp. 2389-2393 ◽  
Author(s):  
Qichao Yang ◽  
Yufang Wang ◽  
Baoji Zhang ◽  
Mingjie Zhang

2007 ◽  
pp. 1418 ◽  
Author(s):  
Ping Zhou ◽  
Yingguang Li ◽  
Peipei Sun ◽  
Jiahong Zhou ◽  
Jianchun Bao

RSC Advances ◽  
2016 ◽  
Vol 6 (72) ◽  
pp. 67534-67539 ◽  
Author(s):  
J. Subba Rao ◽  
A. Venkateswara Rao ◽  
T. Krishna ◽  
V. N. Murthy ◽  
J. Rajesh ◽  
...  

Carbon monoxide gas and ligand-free condition were developed for the synthesis of 2-hydroxy-3-alkyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one via catalytic carbonylation with Mo(CO)6 as an efficient carbonylating agent for the novel MCR reaction.


2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Nikhil V. Suramwar ◽  
Sanjay R. Thakare ◽  
Niraj T. Khaty

A simple and efficient method for N-arylation of 1,2,4-triazole at room temperature was described by the use of predominant (111) facet CuO nanoparticles as a catalyst in ligand-free condition. The catalyst was recyclable, and a variety of substrates give N-arylation product in high yield with short period of reaction time. The wide scope of this catalyst led us to investigate transformations involving less-reactive nitrogen nucleophiles, such as imidazole and pyrazoles. We were pleased to find that various derivatives of azoles were effectively coupled with aryl iodide to afford the desired N-arylated product in excellent yield.


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