Stereochemical differences in the michael addition of phenylacetic acid esters and dialkyl amides to methyl cinnamate or methyl crotonate

1994 ◽  
Vol 125 (2) ◽  
pp. 217-223
Author(s):  
T. S. Gospodova ◽  
Y. N. Stefanovsky
1983 ◽  
Vol 48 (1) ◽  
pp. 319-326 ◽  
Author(s):  
Vladimír Tolman ◽  
Pavla Špronglová

A method is described for the synthesis of 2-fluoropropenoic acid esters, amides, and nitrile from the corresponding derivatives of 2-fluoro-3-(4-toluenesulfonyloxy)propanoic acid by heating with potassium phthalimide in vacuo. The free acid Ia and its chloride have also been synthesized. The reactivity of esters and nitrile of acid Ia has been verified by the Michael addition of diethyl acetamidomalonate to these compounds.


2005 ◽  
pp. 669-671 ◽  
Author(s):  
N. Srilakshmi Krishnaveni ◽  
K. Surendra ◽  
K. Rama Rao

2014 ◽  
Vol 2014 ◽  
pp. 1-15 ◽  
Author(s):  
Abdullah M. A. Al Majid ◽  
Mohammad Shahidul Islam ◽  
Assem Barakat ◽  
Mohamed H. M. Al-Agamy ◽  
Mu. Naushad

The importance of cooperative hydrogen-bonding effects has been demonstrated using novel 3-methylenecyclopropane-1,2-dicarboxylic acid (Feist’s acid (FA)) as hydrogen bond donor catalysts for the addition of indole and pyrrole totrans-β-nitrostyrene derivatives. Because of the hydrogen bond donor (HBD) ability, Feist’s acid (FA) has been introduced as a new class of hydrogen bond donor catalysts for the activation of nitroolefin towards nucleophilic substitution reaction. It has effectively catalyzed the Michael addition of indoles and pyrrole toβ-nitroolefins under optimum reaction condition to furnish the corresponding Michael adducts in good to excellent yields (up to 98%). The method is general, atom-economical, convenient, and eco-friendly and could provide excellent yields and regioselectivities. Some newly synthesized compounds were for examinedin vitroantimicrobial activity and their preliminary results are reported.


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