Copper-Based Bulk and Nano-Catalysts for the One-Pot Propargylamine Synthesis

2019 ◽  
Vol 16 (4) ◽  
pp. 361-368 ◽  
Author(s):  
Soheil Sayyahi ◽  
Seyyed Jafar Saghanezhad

Propargylamines are prominent components strikethrough as precursors for the synthesis of miscellaneous nitrogen-containing compounds, such as allylamines, pyrrolidines, pyrroles and oxazoles or as intermediates in the preparation of a various natural product, biologically active and pharmaceutical compounds. The catalytic coupling of the aldehyde–alkyne–amine (A3 coupling) has shown great utility in the simple and rapid preparation of propargylamines in broadly tolerant and highly tunable reaction conditions. In this respect, various catalytic systems using transition metal catalysts have been developed. Based on a literature survey, Cu catalysts have promoted this field substantially via development of new methods for the synthesis of propargylamines. This review will cover copper-based catalyst system reported for the synthesis of propargylamine derivatives until 2017.

2017 ◽  
Vol 53 (75) ◽  
pp. 10366-10369 ◽  
Author(s):  
Shaoyu Mai ◽  
Changqing Rao ◽  
Ming Chen ◽  
Jihu Su ◽  
Jiangfeng Du ◽  
...  

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles.


2006 ◽  
Vol 7 (9) ◽  
pp. 713-716 ◽  
Author(s):  
Ahmad R. Khosropour ◽  
Iraj Mohammadpoor-Baltork ◽  
Hamid Ghorbankhani

Author(s):  
Enrico Catizzone ◽  
Giuseppe Bonura ◽  
Massimo Migliori ◽  
Francesco Frusteri ◽  
Girolamo Giordano

Starting from the environmental issues related to global warming, climate change and reduction of greenhouse gas emissions, this review paper describes how CO2 recycling can represent a challenging strategy suitable to explore new concepts and opportunities for catalytic and industrial development. In this view, the production of dimethyl ether (DME) from catalytic hydrogenation of CO2 appears as a viable technology, able to meet also the ever-increasing need for alternative environmentally-friendly fuels and energy carriers. Basic considerations on thermodynamic aspects controlling DME production from CO2 are presented, then summarizing the main catalytic systems developed in such a field. Special attention is paid on the role assumed during last years by zeolite-based systems, either in the methanol-to-DME dehydration step or in the one-pot CO2-to-DME hydrogenation. On the whole, the productivity of DME results significantly to be dependent on several catalyst features, linked not only to the metal-oxide phase responsible for CO2 activation/hydrogenation, but also to specific properties of the zeolites (i.e., topology, porosity, surface area, acidity, interaction with active metals, distributions of metal particles, …) influencing activity and stability of hybridized bifunctional heterogeneous catalysts.


2018 ◽  
Vol 54 (82) ◽  
pp. 11550-11553 ◽  
Author(s):  
Gong-Jun Chen ◽  
Chao-Qun Chen ◽  
Xue-Tian Li ◽  
Hui-Chao Ma ◽  
Yu-Bin Dong

A novel Cu3L2 metal–organic cage, which features coordination interaction triggered solubility, can be a highly active and reusable catalyst to homogeneously catalyse the one-pot aldehyde–alkyne–amine A3-coupling reaction.


2020 ◽  
Vol 17 (7) ◽  
pp. 576-587
Author(s):  
Tereza Padrtová ◽  
Pavlína Marvanová ◽  
Renáta Kubínová ◽  
Jozef Csöllei ◽  
Oldřich Farsa ◽  
...  

Background: The indole derivatives and the N-phenylpiperazine fragment represent interesting molecular moieties suitable for the research of new potentially biologically active compounds. This study was undertaken to identify if indol-2-carboxylic acid esters containing N-phenylpiperazine moiety possess acetylcholinesterase and butyrylcholinesterase inhibitory activity. Materials and Methods: The study dealt with the synthesis of a novel series of analogs of 1H-indole-2- carboxylic acid and 3-methyl-1H-indole-2-carboxylic acid. The structure of the derivatives was represented by the indolylcarbonyloxyaminopropanol skeleton with the attached N-phenylpiperazine or diethylamine moiety, which formed a basic part of the molecule. The final products were synthesized as dihydrochloride salts, fumaric acid salts, and quaternary ammonium salts. The first step of the synthetic pathway led to the preparation of esters of 1H-indole-2-carboxylic acid from the commercially available 1H-indole-2-carboxylic acid. The Fischer indole synthesis was used to synthesize derivatives of 3-methyl-1H-indole-2-carboxylic acid. Results and Discussion: Final 18 indolylcarbonyloxyaminopropanols in the form of dihydrochlorides, fumarates, and quaternary ammonium salts were prepared using various optimization ways. The very efficient way for the formation of 3-methyl-1H-indole-2-carboxylate (Fischer indole cyclization product) was the one-pot synthesis of phenylhydrazine with methyl 2-oxobutanoate with acetic acid and sulphuric acid as catalysts. Conclusion: Most of the derivatives comprised of an attached N-phenylpiperazine group, which formed a basic part of the molecule and in which the phenyl ring was substituted in position C-2 or C-4. The synthesized compounds were subjected to cholinesterase-inhibiting activity evaluation, by modified Ellman method. Quaternary ammonium salt of 1H-indole-2-carboxylic acid which contain N-phenylpiperazine fragment with nitro group in position C-4 (7c) demonstrated the most potent activity against acetylcholinesterase.


2017 ◽  
Vol 6 (6) ◽  
pp. 712-719 ◽  
Author(s):  
Bhoomireddy Rajendra Prasad Reddy ◽  
Peddiahgari Vasu Govardhana Reddy ◽  
Muthukonda V. Shankar ◽  
Bijivemula N. Reddy

2020 ◽  
Vol 483 ◽  
pp. 110769
Author(s):  
Hadi Naslhajian ◽  
Mojtaba Amini ◽  
S. Morteza F. Farnia ◽  
Jan Janczak

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