Direct catalytic synthesis of β-(C3)-substituted pyrroles: a complementary addition to the Paal–Knorr reaction

2021 ◽  
Vol 57 (2) ◽  
pp. 251-254
Author(s):  
Amol Prakash Pawar ◽  
Jyothi Yadav ◽  
Nisar Ahmad Mir ◽  
Eldhose Iype ◽  
Krishnan Rangan ◽  
...  

Direct catalytic multicomponent synthesis of β-(C3)-substituted pyrroles is developed with good to high yields, using aqueous succinaldehyde, primary amines, and isatins under mild conditions. An access to the β-substituted free NH-pyrrole is the main focus of the work along with DFT-calculations.


2021 ◽  
Author(s):  
Yan Wu ◽  
Jin-Yang Chen ◽  
Jing Ning ◽  
Xue Jiang ◽  
Jie Deng ◽  
...  

An electrochemical multicomponent reaction was established under catalyst-, chemical-oxidant-free and mild conditions, which provides an eco-friendly and simple protocol for constructing 4-selanylpyrazoles from easily available raw materials with high yields.



RSC Advances ◽  
2014 ◽  
Vol 4 (65) ◽  
pp. 34548-34551 ◽  
Author(s):  
Indresh Kumar ◽  
Nisar A. Mir ◽  
Panduga Ramaraju ◽  
Deepika Singh ◽  
Vivek K. Gupta ◽  
...  

An organocatalytic formal [3 + 2] cycloaddition have been developed between 1,4-ketoaldehydes and imines to synthesize densely substituted 3-formylpyrroles in high yields (up to 70%) under mild conditions at room temperature.



2019 ◽  
Vol 9 (8) ◽  
pp. 1779-1783 ◽  
Author(s):  
Jacob Schneekönig ◽  
Bianca Tannert ◽  
Helen Hornke ◽  
Matthias Beller ◽  
Kathrin Junge

An efficient cobalt pincer type complex catalyzes the hydrogenation of nitriles to amines under mild conditions with high yields.



RSC Advances ◽  
2014 ◽  
Vol 4 (29) ◽  
pp. 15007-15010 ◽  
Author(s):  
Wei Yang ◽  
Yu Zhou ◽  
Haifeng Sun ◽  
Lei Zhang ◽  
Fei Zhao ◽  
...  

A metal-free cascade process for the synthesis of highly substituted pyrroles with high yields and broad substrate tolerance via enamine, aza-Michael addition and TBHP, activated carbon oxidative aromatization is reported.



2019 ◽  
Author(s):  
Raghu Nath Dhital ◽  
keigo nomura ◽  
Yoshinori Sato ◽  
Setsiri Haesuwannakij ◽  
Masahiro Ehara ◽  
...  

Carbon-Fluorine (C-F) bonds are considered the most inert organic functionality and their selective transformation under mild conditions remains challenging. Herein, we report a highly active Pt-Pd nanoalloy as a robust catalyst for the transformation of C-F bonds into C-H bonds at low temperature, a reaction that often required harsh conditions. The alloying of Pt with Pd is crucial to activate C-F bond. The reaction profile kinetics revealed that the major source of hydrogen in the defluorinated product is the alcoholic proton of 2-propanol, and the rate-determining step is the reduction of the metal upon transfer of the <i>beta</i>-H from 2-propanol. DFT calculations elucidated that the key step is the selective oxidative addition of the O-H bond of 2-propanol to a Pd center prior to C-F bond activation at a Pt site, which crucially reduces the activation energy of the C-F bond. Therefore, both Pt and Pd work independently but synergistically to promote the overall reaction



2018 ◽  
Author(s):  
Diana Ainembabazi ◽  
Nan An ◽  
Jinesh Manayil ◽  
Kare Wilson ◽  
Adam Lee ◽  
...  

<div> <p>The synthesis, characterization, and activity of Pd-doped layered double hydroxides (Pd-LDHs) for for acceptorless amine dehydrogenation is reported. These multifunctional catalysts comprise Brønsted basic and Lewis acidic surface sites that stabilize Pd species in 0, 2+, and 4+ oxidation states. Pd speciation and corresponding cataytic performance is a strong function of metal loading. Excellent activity is observed for the oxidative transamination of primary amines and acceptorless dehydrogenation of secondary amines to secondary imines using a low Pd loading (0.5 mol%), without the need for oxidants. N-heterocycles, such as indoline, 1,2,3,4-tetrahydroquinoline, and piperidine, are dehydrogenated to the corresponding aromatics with high yields. The relative yields of secondary imines are proportional to the calculated free energy of reaction, while yields for oxidative amination correlate with the electrophilicity of primary imine intermediates. Reversible amine dehydrogenation and imine hydrogenation determine the relative imine:amine selectivity. Poisoning tests evidence that Pd-LDHs operate heterogeneously, with negligible metal leaching; catalysts can be regenerated by acid dissolution and re-precipitation.</p> </div> <br>



Synlett ◽  
2021 ◽  
Author(s):  
Tran Quang Hung ◽  
Tuan Thanh Dang ◽  
Peter Langer ◽  
Ha Nam Do ◽  
Nguyen Minh Quan ◽  
...  

AbstractAn efficient Cu-catalyzed synthesis of carbazole derivatives is reported, which proceeds by double C–N coupling reactions of 2,2′-dibromobiphenyl and amines in the presence of air. The reaction is robust, proceeds in high yields, and tolerates a series of amines including neutral, electron-rich, electron-deficient aromatic amines and aliphatic amines.



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