Multistep Synthesis of a 3(2H)-Furanone Featuring a Green Aldol Condensation

Author(s):  
Abraham L. Yousef ◽  
Alexis G. Smith
Author(s):  
B. J. Grenon ◽  
A. J. Tousimis

Ever since the introduction of glutaraldehyde as a fixative in electron microscopy of biological specimens, the identification of impurities and consequently their effects on biologic ultrastructure have been under investigation. Several reports postulate that the impurities of glutaraldehyde, used as a fixative, are glutaric acid, glutaraldehyde polymer, acrolein and glutaraldoxime.Analysis of commercially available biological or technical grade glutaraldehyde revealed two major impurity components, none of which has been reported. The first compound is a colorless, water-soluble liquid with a boiling point of 42°C at 16 mm. Utilizing Nuclear Magnetic Resonance (NMR) spectroscopic analysis, this compound has been identified to be — dihydro-2-ethoxy 2H-pyran. This impurity component of the glutaraldehyde biological or technical grades has an UV absorption peak at 235nm. The second compound is a white amorphous solid which is insoluble in water and has a melting point of 80-82°C. Initial chemical analysis indicates that this compound is an aldol condensation product(s) of glutaraldehyde.


2019 ◽  
Vol 74 (11-12) ◽  
pp. 819-824
Author(s):  
Jürgen Voss ◽  
Rüdiger Röske ◽  
Gunnar Ehrlich ◽  
Gunadi Adiwidjaja

AbstractKnoevenagel reaction of pivaloylacetone with formaldehyde and subsequent aldol condensation ends up with 3-methyl-4,6-dipivaloylcyclohex-2-enone. The structure of the product is proved by an X-ray structure determination.


2021 ◽  
pp. 1-1
Author(s):  
Masato Tsujiguchi ◽  
Takashi Aitoku ◽  
Hironori Takase ◽  
Yasuko Yamada Maru

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Mohammed B. Alshammari ◽  
Ashraf A. Aly ◽  
Alan B. Brown ◽  
Md Afroz Bakht ◽  
Ahmed M. Shawky ◽  
...  

Abstract Chalcones derivatized with 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 4-azido-2-quinolones with 1-phenyl-3-(4-propargyloxyphenyl)prop-2-en-1-one, or by aldol reaction of 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes with acetophenone. Whereas, chalcones bearing two 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 1,3-bis(4-propargyloxyphenyl)prop-2-en-1-one with 4-azido-2-quinolones, or by aldol condensation between 4-{4-[(4-acetylphenoxy)methyl]-1H-1,2,3-triazol-1-yl}quinolin-2(1H)-ones and 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes.


Author(s):  
Peter Sagmeister ◽  
René Lebl ◽  
Ismael Castillo ◽  
Jakob Rehrl ◽  
Julia Kruisz ◽  
...  

2021 ◽  
Author(s):  
Penghui Dong ◽  
Kashif Majeed ◽  
lingna Wang ◽  
Zijian Guo ◽  
Fengtao Zhou ◽  
...  

A transition metal-free aldol condensation/[1+2+3] annulation reaction of isocyanoacetates with 8-(alkynyl)-1-naphthaldehydes has been developed for the general synthesis of azafluoranthenes. This domino reaction enables successive formation of three new bonds...


ChemInform ◽  
2003 ◽  
Vol 34 (49) ◽  
Author(s):  
Ramalinga Uma ◽  
Nicolas Gouault ◽  
Christophe Crevisy ◽  
Rene Gree

2021 ◽  
Author(s):  
Peter Sagmeister ◽  
René Lebl ◽  
Ismael Castillo ◽  
Jakob Rehrl ◽  
Julia Kruisz ◽  
...  

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