Use of Ethyl (Benzothiazol-2-ylsulfonyl)acetate for Malonic Ester-type Syntheses of Carboxylic Acids and Esters

2014 ◽  
Vol 67 (9) ◽  
pp. 1222 ◽  
Author(s):  
Waleed M. Hussein ◽  
Ross P. McGeary

A new methodology for the synthesis of substituted carboxylic acids is described. Alkylation of either ethyl (benzothiazol-2-ylsulfonyl)acetate or ethyl 2-(benzothiazol-2-ylsulfonyl)propionate was achieved with alkyl halides and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dichloromethane solution. These products were then desulfinated and hydrolysed in one-pot under mild conditions to give substituted acetic acids in good-to-excellent yields.

ChemInform ◽  
2014 ◽  
Vol 45 (15) ◽  
pp. no-no
Author(s):  
Toshimitsu Moriya ◽  
Shinichiro Yoneda ◽  
Keita Kawana ◽  
Reiko Ikeda ◽  
Takeo Konakahara ◽  
...  

2013 ◽  
Vol 37 (1) ◽  
pp. 25-27 ◽  
Author(s):  
Maaroof Zarei

Cyanuric fluoride works as an efficient acid activator reagent for the direct [2+2] ketene–imine cycloaddition of substituted acetic acids and imines in a one-pot synthesis under mild conditions. The yields are good to excellent and the reaction conditions are mild, simple and efficient.


1985 ◽  
Vol 16 (23) ◽  
Author(s):  
P. MOLINA ◽  
M. ALAJARIN ◽  
M. J. VILAPLANA ◽  
A. R. KATRITZKY

1985 ◽  
Vol 26 (4) ◽  
pp. 469-472 ◽  
Author(s):  
P. Molina ◽  
M. Alajarin ◽  
M.J. Vilaplana ◽  
A.R. Katritzky

2013 ◽  
Vol 78 (21) ◽  
pp. 10642-10650 ◽  
Author(s):  
Toshimitsu Moriya ◽  
Shinichiro Yoneda ◽  
Keita Kawana ◽  
Reiko Ikeda ◽  
Takeo Konakahara ◽  
...  

Synthesis ◽  
2019 ◽  
Vol 52 (02) ◽  
pp. 239-245
Author(s):  
Tianyin Huang ◽  
Yang Yu ◽  
Hui Wang ◽  
Yifan Lin ◽  
Yurui Ma ◽  
...  

A novel oxidative decarboxylative C–H alkylation of phenanthridines with carboxylic acids was developed for the efficient synthesis of multi-substituted phenanthridine derivatives. The given method features easy availability of starting materials, high regioselectivity, and mild conditions. Furthermore, a one-pot synthesis of multi-substituted phenanthridine derivatives was realized by the reaction of biphenyl isocyanides and carboxylic acid.


2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.


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