scholarly journals Efficient synthesis of ethyl 2-(oxazolin-2-yl)alkanoates via ethoxycarbonylketene-induced electrophilic ring expansion of aziridines

2022 ◽  
Vol 18 ◽  
pp. 70-76
Author(s):  
Yelong Lei ◽  
Jiaxi Xu

Alkyl 2-diazo-3-oxoalkanoates generate alkoxycarbonylketenes, which undergo an electrophilic ring expansion with aziridines to afford alkyl 2-(oxazolin-2-yl)alkanoates in good to excellent yields under microwave heating. The method is a convenient and clean reaction without any activators and catalysts and can be also applied in the synthesis of 2-(oxazolin-2-yl)alkanamides and 1-(oxazolin-2-yl)alkylphosphonates.

1999 ◽  
Vol 40 (11) ◽  
pp. 2145-2148 ◽  
Author(s):  
Nobuyuki Hori ◽  
Kazuo Nagasawa ◽  
Takeshi Shimizu ◽  
Tadashi Nakata

2018 ◽  
Vol 54 (89) ◽  
pp. 12602-12605 ◽  
Author(s):  
Meng-Meng Xu ◽  
Wen-Bin Cao ◽  
Xiao-Ping Xu ◽  
Shun-Jun Ji

Copper-catalyzed synthesis of 2-arylquinazolin-4-amines from readily available 2-arylindoles and TMSN3 has been developed.


2005 ◽  
Vol 7 (5) ◽  
pp. 925-928 ◽  
Author(s):  
Ying Wang ◽  
Reagan L. Miller ◽  
Daryl R. Sauer ◽  
Stevan W. Djuric

2013 ◽  
Vol 2013 ◽  
pp. 1-5
Author(s):  
Sheauly Khatun ◽  
M. Z. H. Khan ◽  
Khodeza Khatun ◽  
M. A. Sattar

An efficient synthesis of arylidene acetophenones have been achieved by using the microwave heating in comparison to the conventional heating. In this work compound 1-phenyle-3-(4-droxyphenyle)-2-propen-1-one, 1-(4-chlorophenyle)-3-phenyle-2-propen-1-one, and 1-(4-chlorophenyle)-3-(4-hydroxyphenyle)-2-propen-1-one have been synthesized by the condensation reaction between aromatic aldehydes and substituted acetophenones under microwave irradiation. The compounds of aldehydes and acetophenones were used as benzaldehyde, parahydroxybenzaldehyde, acetophenone, and parachloroacetophenone. The result shows that the time taken for the reaction was reduced from the conventional 1-2 hours to 60–120 seconds. The yield of the compounds in the conventional heating was moderate while the highest yield of 90–98% was observed in MWI method. The structure of the compounds was characterized by their IR,1H-NMR spectral data.


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