Acid-Catalyzed Reactions of α,β-Unsaturated Aldehydes and Ethyl Diazoacetate.

ChemInform ◽  
2006 ◽  
Vol 37 (17) ◽  
Author(s):  
Bryan Branstetter ◽  
M. Mahmun Hossain
Keyword(s):  
Ethyl Diazoacetate ◽  
Unsaturated Aldehydes ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate

2021 ◽  
Author(s):  
Mizzanoor Rahaman ◽  
M. Shahnawaz Ali ◽  
Khorshada Jahan ◽  
Damon Hinz ◽  
Jawad Bin Belayet ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Ethyl Diazoacetate ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Acid-Catalyzed Reactions of Aromatic Aldehydes with Ethyl Diazoacetate:  An Investigation on the Synthesis of 3-Hydroxy-2-arylacrylic Acid Ethyl Esters

2004 ◽  
Vol 69 (22) ◽  
pp. 7599-7608 ◽  
Author(s):  
Matthew E. Dudley ◽  
Md. Monzur Morshed ◽  
Courtney L. Brennan ◽  
M. Shahidul Islam ◽  
M. Syarhabil Ahmad ◽  
...  
Keyword(s):  
Aromatic Aldehydes ◽  
Ethyl Esters ◽  
Ethyl Diazoacetate ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Acid-Catalyzed Reactions of Aromatic Aldehydes with Ethyl Diazoacetate: An Investigation on the Synthesis of 3-Hydroxy-2-arylacrylic Acid Ethyl Esters.

ChemInform ◽  
2005 ◽  
Vol 36 (11) ◽  
Author(s):  
Matthew E. Dudley ◽  
Md. Monzur Morshed ◽  
Courtney L. Brennan ◽  
M. Shahidul Islam ◽  
M. Syarhabil Ahmad ◽  
...  
Keyword(s):  
Aromatic Aldehydes ◽  
Ethyl Esters ◽  
Ethyl Diazoacetate ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Photoinduced rearrangement of hydroxymethylisoxazolines, a route to enaminoaldehydes

1986 ◽  
Vol 51 (10) ◽  
pp. 2167-2180 ◽  
Author(s):  
Lubor Fišera ◽  
Nadezhda D. Kozhina ◽  
Peter Oravec ◽  
Hans-Joachim Timpe ◽  
Ladislav Štibrányi ◽  
...  
Keyword(s):  
Thionyl Chloride ◽  
Quantum Yields ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Photoinduced Rearrangement ◽  
Condensed Heterocycles

3-Aryl-4-R-carbamoyl-5-hydroxymethylisoxazolines (IV) were synthesized by allowing R-NH2 amines with R = H, CH3, C3H7, C6H5C2H5, and NH2 to act on 3-(X-phenyl)-4-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d]isoxazoles (III) with X = H, 4-CH3, 4-OCH3, 2-OCH3, 4-Cl, 2-Cl, 4-F, 2-F, 4-Br, 4-NO2, and 3-NO2. Exposed to radiation, the substances IV give Z-2-hydroxymethylamino-2-aryl-1-formylacrylamides (V) in good yields. The 4-Cl and 4-F substituted Z-derivatives V isomerize irreversibly to the E-derivatives VI if allowed to stand in solvent; the remaining derivatives V are stable. The quantum yields of the photoreaction are from 0.012 to 0.106 in dependence on the substituent X. In all cases where the compounds IV were used for the preparation of condensed heterocycles in conditions of acid-catalyzed reactions, lactones III were preferentially formed; the action of thionyl chloride on IV results in the formation of chloromethyl derivatives VIII, which do not undergo further cyclization.

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