Syntheses of Novel Tetrasubstituted Thiophenes from Benzene-1,2-Diamines, Ethyl Bromopyruvate, Malononitrile, and Aryl Isothiocyanates

Author(s):  
Mohammad Piltan
2017 ◽  
Vol 41 (12) ◽  
pp. 712-714 ◽  
Author(s):  
Mohammad Piltan

Some hitherto unreported thiazolo[3,4- a]quinoxaline derivatives have been synthesised in excellent yields via a one-pot, three-component reaction of benzene-1,2-diamines, ethyl bromopyruvate and aryl isothiocyanates in MeCN, for the first time. The protocol avoids the use of any catalysts or chromatographic separations and provides a wide range of novel thiazolo[3,4- a]quinoxalines.


2018 ◽  
Vol 24 (6) ◽  
pp. 303-306
Author(s):  
Mahsa Doomanlou ◽  
Hassan Kabirifard ◽  
Mehdi Asadi ◽  
Maryam Moloudi ◽  
Seyedeh Sara Mirfazli

Abstract Ring closure reactions of diaminomaleonitrile (DAMN) with electrophilic aryl isocyanates and aryl isothiocyanates lead to the formation of the target 5,5′-diimino-1,1′-diaryl-4,4′-biimidazolidinylidene-2,2′-diones 2a,b and 2,2′-diarylimino-4,4′-bithiazolidinylidenes 4a–e, respectively. The protocol provides a new strategy for the synthesis of a wide range of alkenes with two electron-donating and two withdrawing substituents of DAMN in moderate to good yields.


2013 ◽  
Vol 864-867 ◽  
pp. 456-459
Author(s):  
Ying Jin ◽  
Sheng Chang ◽  
Tian Yi Zhang ◽  
Bo Feng

Four cinchona alkaloid-silyl ether derivatives have been used to catalyze the asymmetric “interrupted” Feist-Bénary reaction of ethyl bromopyruvate/substituted bromo-ketoesters and 1,3-Cyclohexadione. The corresponding hydroxydihydrofurans have been obtained in excellent yields (85-96%) with high enantiomeric excess (ee) values of up to 90%.


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