Synthesis of acetylene derivatives of diphenylolpropane ethers

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M. S. Shvartsberg
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Heidi E. Engelhardt ◽  
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Lawrence B. Kool

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1980 ◽  
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L.V. Vilkov ◽  
E.T. Bogoradovskii ◽  
V.S. Zavgorodnii

Author(s):  
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S. F. Vasilevskii ◽  
R. Z. Sagdeev ◽  
I. L. Kotlyarevskii

Author(s):  
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A. N. Sinyakov ◽  
M. S. Shvartsberg ◽  
I. L. Kotlyarevskii

ChemInform ◽  
2010 ◽  
Vol 26 (19) ◽  
pp. no-no
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1972 ◽  
Vol 5 (6) ◽  
pp. 797-800 ◽  
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S. F. Vasilevskii ◽  
V. G. Kostrovskii ◽  
I. L. Kotlyarevskii

2021 ◽  
Author(s):  
Andrey I Puzanov ◽  
Dmitry S Ryabukhin ◽  
Anna S Zalivatskaya ◽  
Dmitriy N Zakusilo ◽  
Darya S Mikson ◽  
...  

Acetylene derivatives of 1,2,4-oxadiazoles, 5-(2-arylethynyl)-3-aryl-1,2,4-oxadiazoles, have been obtained, for the first time, from 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles by their bromination at the carbon-carbon double bond followed by di-dehydrobromination with NaNH2 in liquid NH3.  Reaction of the acetylene 1,2,4-oxadiazoles with arenes in neat triflic acid TfOH (CF3SO3H) at room temperature for 1 h result in the formation of E-/Z-5-(2,2-diarylethenyl)-3-aryl-1,2,4-oxadiazoles as products of regioselective hydroarylation of the acetylene bond. Addition of TfOH to acetylene bond of these oxadiazoles gives rise quantitatively to E-/Z-vinyl triflates. Reaction cationic intermediates have been studied by DFT calculations. The reaction mechanisms have been discussed.


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