Development of a DABCO-Succinic Acid Based Catalytic System for the Aza-Michael Addition and Aza-Michael/Knoevenagel Tandem Reaction of Thiazolidine-2,4-dione to Electron Deficient Alkenes

Author(s):  
Kilsoo Jung ◽  
Sunmi Kim ◽  
Seonghwi Choi ◽  
Ikyon Kim ◽  
Gyoonhee Han
2016 ◽  
Vol 71 (2) ◽  
pp. 141-147 ◽  
Author(s):  
Litao An ◽  
Xiaojun Sun ◽  
Meng Lv ◽  
Jianfeng Zhou ◽  
Fengxia Zhu ◽  
...  

AbstractA facile metal-free approach to the synthesis of imidazo[1,2-a]pyridine was developed through a tandem reaction of Michael addition and oxidative coupling. Iodine–t-butyl hydroperoxide–pyridine was found to be a green and efficient catalytic system for this approach.


2008 ◽  
Vol 39 (1) ◽  
pp. 139-157 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Mohammad Hassan Beyzavi ◽  
Ahmad Reza Moosavi Zare ◽  
Ali Khalafi-Nezhad ◽  
...  

2012 ◽  
Vol 23 (5) ◽  
pp. 537-540 ◽  
Author(s):  
Hoda Keipour ◽  
Mohammad A. Khalilzadeh ◽  
Abolfazl Hosseini ◽  
Afsaneh Pilevar ◽  
Daryoush Zareyee

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 959-963
Author(s):  
Jian-Jun Li ◽  
Zhiwei Chen ◽  
Yangyang Fan ◽  
Lei Zheng ◽  
Zhaohai Yang

This work discloses a novel and efficient protocol for the construction of functionalized chromeno[3,4-c]pyridine derivatives from the Blaise reaction intermediates and 3-cyanocoumarins through a CuCl2-catalyzed sequential Michael addition/intramolecular cyclization/oxidative aromatization reaction. This new method shows the advantages of mild reaction conditions, easy workup, nonchromatographic purification technique, good functional group tolerance, and moderate to good yields.


2020 ◽  
Vol 7 (1) ◽  
pp. 53-63 ◽  
Author(s):  
Yumeng Yuan ◽  
Guoshuai Pan ◽  
Xiaofeng Zhang ◽  
Qiufeng Huang

An unprecedented one-pot C–H olefination/aza-Michael addition tandem process has been developed for the synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles and alkenes using a [Cp*RhCl2]2/AgOAc/Me4NOAc catalytic system.


2015 ◽  
Vol 51 (47) ◽  
pp. 9714-9717 ◽  
Author(s):  
Tianyou Qin ◽  
Lu Cheng ◽  
Sean Xiao-An Zhang ◽  
Weiwei Liao

The novel sulfa-Michael addition (SMA)-triggered tandem reaction was developed by combining a SMA reaction with a simultaneous rearomatization process.


2021 ◽  
Vol 08 ◽  
Author(s):  
Anshu Kumar Sinha ◽  
Chandra Mohan Srivastava ◽  
Gyandshwar K. Rao ◽  
Manvika Karnatak ◽  
Ved Prakash Verma ◽  
...  

Background: Coumarin and its derivatives have attracted the attention of synthetic chemists due to their importance in pharmaceutical and medicinal chemistry. The acid-catalyzed cyclization route constitutes the method of choice to access these important compounds. Objective: In this paper, we have discussed the synthesis of 4-aryldihydrocoumarins via a one-pot p-sulfonic acid calix[4]arene catalyzed reaction. Method: The easily prepared calix[4]arene derivative catalyzes a sequential reaction involving Michael addition followed by intramolecular lactonization to afford the title compound in decent yield. Results: The described methodology is devoid of any metal salt, thus making it a very appealing protocol to safely produce dihydrocoumarins of pharmacological importance. Conclusion: The easy recovery, non-toxicity, and reusability of the catalytic system are some of the other advantages of our procedure. In addition, the catalyst efficiency is not compromised after its successive use in reactions.


2017 ◽  
Vol 53 (31) ◽  
pp. 4350-4353 ◽  
Author(s):  
Junxiang Min ◽  
Guangyang Xu ◽  
Jiangtao Sun

A controlled synthesis of dihydropyrans via sequential reaction of allenoate formation and intramolecular oxo-Michael addition has been achieved.


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