ChemInform Abstract: Silver-Triflate and Triphenylphosphine Co-Catalyzed Reactions of 2-Alkynylbenzaldehyde, Amine, and α,β-Unsaturated Ketone.

ChemInform ◽  
2010 ◽  
Vol 41 (9) ◽  
Author(s):  
Shengqing Ye ◽  
Jie Wu
Keyword(s):  
Unsaturated Ketone ◽  
Silver Triflate ◽  
Catalyzed Reactions

scholarly journals Brominations of Steroidal Hormone Having .ALPHA.,.BETA.-Unsaturated Ketone, 17-O-Acetyltestosterone, in the Presence of Silver Triflate.

2001 ◽  
Vol 49 (1) ◽  
pp. 23-28 ◽  
Author(s):  
Takanobu SHIMIZU ◽  
Akihiko TOBARI ◽  
Jyunichi KOYANAGI ◽  
Masami KAWASE ◽  
Setsuo SAITO
Keyword(s):  
Unsaturated Ketone ◽  
Silver Triflate ◽  
Steroidal Hormone ◽  
Alpha Beta

Potassium fluoride catalyzed reactions between malononitrile and α, β-unsaturated ketones

1970 ◽  
Vol 48 (19) ◽  
pp. 3064-3075 ◽  
Author(s):  
J. W. ApSimon ◽  
J. W. Hooper ◽  
B. A. Laishes
Keyword(s):  
Carbonyl Group ◽  
Structure Elucidation ◽  
Potassium Fluoride ◽  
Knoevenagel Reaction ◽  
Unsaturated Ketone ◽  
Unusual Structure ◽  
Unsaturated Ketones ◽  
Condensation Products ◽  
Intramolecular Condensation ◽  
Catalyzed Reactions

The preparation and structure elucidation of the condensation products between malononitrile and a variety of α,β-unsaturated ketones using potassium fluoride as catalyst is described. If the carbonyl group of the α,β-unsaturated ketone is hindered, then Michael addition occurs. If, however, the carbonyl group is unencumbered, a Knoevenagel reaction appears to occur first which, in many cases, is then followed by conjugate addition and intramolecular condensation to yield compounds of unusual structure.

ChemInform Abstract: Brominations of Steroidal Hormone Having α,β-Unsaturated Ketone, 17-O-Acetyltestosterone, in the Presence of Silver Triflate.

ChemInform ◽  
2010 ◽  
Vol 32 (31) ◽  
pp. no-no
Author(s):  
Takanobu Shimizu ◽  
Akihiko Tobari ◽  
Jyunichi Koyanagi ◽  
Masami Kawase ◽  
Setsuo Saito
Keyword(s):  
Unsaturated Ketone ◽  
Silver Triflate ◽  
Steroidal Hormone

Zirconium triflate-catalyzed reactions of indole, 1-methylindole, and pyrrole with α,β-unsaturated ketone

Tetrahedron ◽  
2004 ◽  
Vol 60 (31) ◽  
pp. 6679-6684 ◽  
Author(s):  
Min Shi ◽  
Shi-Cong Cui ◽  
Qing-Jiang Li
Keyword(s):  
Unsaturated Ketone ◽  
Catalyzed Reactions

Synthesis of Some New Tetracyclic Pyrimidine Derivatives Using Exocyclic α,β-Unsaturated Ketone and Evaluation of Their Antitumor Activities

2016 ◽  
Vol 12 (8) ◽  
pp. 311-317
Author(s):  
Kamelia El-Mahdy
Keyword(s):  
Antitumor Activity ◽  
Spectroscopic Data ◽  
Acid Hydrazide ◽  
Chloroacetic Acid ◽  
Equimolar Amount ◽  
Unsaturated Ketone ◽  
Cyanoacetic Acid ◽  
Antitumor Activities ◽  
Pyrimidine Derivatives ◽  
Cyanoacetic Acid Hydrazide

Thiazolopyrimidine 2 was obtained from the reaction of dihydropyrimidinone with chloroacetic acid and benzaldehyde. Thiazolopyrimidine 2 containing an α,β-unsaturated ketonic function [-CH=CH-CO-] has been used as a component of Michael addition with an equimolar amount of dinucleophiles to give a series of novel tetracyclic pyrimidine derivatives. Treatment of thiazolopyrimidine 2 with uracil, aminotriazole, cyanoacetic acid hydrazide, o-phenylenediamine or diaminopyridine afforded the corresponding pyridopyrimidine, triazolopyrimidine, pyrazolone, benzodiazepine and triazepine derivative, respectively. The detailed synthesis, spectroscopic data, and antitumor activity for synthesized compounds were reported.

Cupin Variants as Macromolecular Ligand Library for Stereoselective Michael Addition of Nitroalkanes

2019 ◽  
Author(s):  
Nobutaka Fujieda ◽  
Miho Yuasa ◽  
Yosuke Nishikawa ◽  
Genji Kurisu ◽  
Shinobu Itoh ◽  
...  
Keyword(s):  
Michael Addition ◽  
In Silico ◽  
Addition Reaction ◽  
Single Point ◽  
Point Mutations ◽  
Unsaturated Ketone ◽  
Michael Addition Reaction ◽  
Beta Barrel ◽  
Cupin Superfamily ◽  
Single Point Mutations

Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.

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