ChemInform Abstract: Lewis Acid Catalyzed Michael-Type Addition. A New Regio- and Diastereoselective Annulation Method Using Methyl Vinyl Ketone.

ChemInform ◽  
2010 ◽  
Vol 23 (19) ◽  
pp. no-no
Author(s):  
P. DUHAMEL ◽  
G. DUJARDIN ◽  
L. HENNEQUIN ◽  
J.-M. POIRIER
Keyword(s):  
Lewis Acid ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Methyl Vinyl ◽  
Michael Type Addition ◽  
Acid Catalyzed

Computational Studies on the BF3-Catalyzed Cycloaddition of Furan with Methyl Vinyl Ketone:  A New Look at Lewis Acid Catalysis

2000 ◽  
Vol 65 (20) ◽  
pp. 6613-6619 ◽  
Author(s):  
Martín Avalos ◽  
Reyes Babiano ◽  
José L. Bravo ◽  
Pedro Cintas ◽  
José L. Jiménez ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Acid Catalysis ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Computational Studies ◽  
Lewis Acid Catalysis ◽  
Methyl Vinyl ◽  
New Look

Oligomeric products and formation mechanisms from acid-catalyzed reactions of methyl vinyl ketone on acidic sulfate particles

2013 ◽  
Vol 70 (1) ◽  
pp. 1-18 ◽  
Author(s):  
Ka Man Chan ◽  
Dan Dan Huang ◽  
Yong Jie Li ◽  
Man Nin Chan ◽  
John H. Seinfeld ◽  
...  
Keyword(s):  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Formation Mechanisms ◽  
Methyl Vinyl ◽  
Acidic Sulfate ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

scholarly journals Microwave-assisted Michael-type addition of 1-(arylsulfonyl)-pyrroles and -indoles to methyl vinyl ketone using bismuth triflate as catalyst

ARKIVOC ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. 149-157 ◽  
Author(s):  
Kelsey C. Miles ◽  
Bradley J. Kohane ◽  
Benjamin K. Southerland ◽  
Daniel M. Ketcha
Keyword(s):  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Methyl Vinyl ◽  
Microwave Assisted ◽  
Michael Type Addition ◽  
Bismuth Triflate

ChemInform Abstract: Computational Studies on the BF3-Catalyzed Cycloaddition of Furan with Methyl Vinyl Ketone: A New Look at Lewis Acid Catalysis.

ChemInform ◽  
2001 ◽  
Vol 32 (4) ◽  
pp. no-no
Author(s):  
Martin Avalos ◽  
Reyes Babiano ◽  
Jose L. Bravo ◽  
Pedro Cintas ◽  
Jose L. Jimenez ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Acid Catalysis ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Computational Studies ◽  
Lewis Acid Catalysis ◽  
Methyl Vinyl ◽  
New Look

scholarly journals Aqueous-phase ozonolysis of methacrolein and methyl vinyl ketone: a potentially important source of atmospheric aqueous oxidants

2008 ◽  
Vol 8 (8) ◽  
pp. 2255-2265 ◽  
Author(s):  
Z. M. Chen ◽  
H. L. Wang ◽  
L. H. Zhu ◽  
C. X. Wang ◽  
C. Y. Jie ◽  
...  
Keyword(s):  
Aqueous Phase ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Oxidation Products ◽  
Laboratory Simulation ◽  
Aerosol Formation ◽  
Methyl Vinyl ◽  
Gas Phase Oxidation ◽  
Acid Catalyzed ◽  
Catalyzed Oxidation

Abstract. Recent studies indicate that isoprene and its gas-phase oxidation products could contribute a considerable amount of aerosol through aqueous-phase acid-catalyzed oxidation with hydrogen peroxide (H2O2), although the source of H2O2 is unclear. The present study revealed a potentially important route to the formation of aqueous oxidants, including H2O2, from the aqueous-phase ozonolysis of methacrolein (MAC) and methyl vinyl ketone (MVK). Laboratory simulation was used to perform the atmospheric aqueous-phase ozonolysis at different pHs and temperatures. Unexpectedly high molar yields of the products, including hydroxylmethyl hydroperoxide (HMHP), formaldehyde (HCHO) and methylglyoxal (MG), of both of these reaction systems have been seen. Moreover, these yields are almost independent of pH and temperature and are as follows: (i) for MAC–O3, 70.3±6.3% HMHP, 32.3±5.8% HCHO and 98.6±5.4% MG; and (ii) for MVK–O3, 68.9±9.7% HMHP, 13.3±5.8% HCHO and 75.4±7.9% MG. A yield of 24.2±3.6% pyruvic acid has been detected for MVK–O3. HMHP is unstable in the aqueous phase and can transform into H2O2 and HCHO with a yield of 100%. We suggest that the aqueous-phase ozonolysis of MAC and MVK can contribute a considerable amount of oxidants in a direct and indirect mode to the aqueous phase and that these compounds might be the main source of aqueous-phase oxidants. The formation of oxidants in the aqueous-phase ozonolysis of MAC and MVK can lead to substantial aerosol formation from the aqueous-phase acid-catalyzed reaction of H2O2 with MAC, even if there are no other sources of oxidants.

Lewis acid catalyzed Diels–Alder reactions of two useful dienyl phosphate esters

1994 ◽  
Vol 72 (10) ◽  
pp. 2163-2175 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Waiseng Martin Feng ◽  
Jeung Bea Kim ◽  
Eric N.C. Browne
Keyword(s):  
Lewis Acid ◽  
Diels Alder ◽  
Vinyl Ketone ◽  
Phosphate Esters ◽  
Stannic Chloride ◽  
Ethyl Vinyl ◽  
Methyl Vinyl ◽  
Unsaturated Ketones ◽  
Acid Catalyzed ◽  
Cyclohexene Derivatives

The Lewis acid catalyzed Diels–Alder reactions of dienyl phosphate esters 1 and 2 were examined. 2-Diethylphosphoryloxy-1,3-butadiene (1) was found to react with a variety of α,β-unsaturated carbonyl compounds under Lewis acid catalysis with excellent regioselectivity to give synthetically useful cyclohexene derivatives. The adducts were produced in accordance with the normal rules governing the Diels–Alder addition. In the presence of stannic chloride acyclic α,β-unsaturated ketones such as ethyl vinyl ketone and methyl vinyl ketone reacted rapidly with diene phosphate 1 to give exclusively the para-addition products 8 and 9 in excellent yields. When diene 1 was treated with the complex cyclic enone ester 14 in the presence of ferric chloride the single para-rule adduct 15 was obtained in good yield. The stannic chloride catalyzed Diels–Alder reactions of trans-2-diethylphosphoryloxy-1,3-pentadiene (2) were also studied. Diene phosphate 2 reacted efficiently with a number of acyclic α,β-unsaturated ketones such as methyl vinyl ketone, ethyl vinyl ketone, and trans-3-penten-2-one with complete regio- and stereoselectivity to give single cyclohexene derivatives 38, 39, and 40.

scholarly journals Aqueous-phase ozonolysis of methacrolein and methyl vinyl ketone: a potentially important source of atmospheric aqueous oxidants

2007 ◽  
Vol 7 (6) ◽  
pp. 17599-17623
Author(s):  
Z. M. Chen ◽  
H. L. Wang ◽  
L. H. Zhu ◽  
C. X. Wang ◽  
C. Y. Jie ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Aqueous Phase ◽  
Pyruvic Acid ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Laboratory Simulation ◽  
Methyl Vinyl ◽  
Reaction Systems ◽  
Acid Catalyzed ◽  
Catalyzed Oxidation

Abstract. Recent studies indicate that isoprene could contribute a considerable amount of aerosol through aqueous-phase acid-catalyzed oxidation with hydrogen peroxide (H2O2), although the source of H2O2 is unclear. The present study revealed a potentially important route to the formation of aqueous oxidants, including H2O2, from the aqueous-phase ozonolysis of methacrolein (MAC) and methyl vinyl ketone (MVK). Laboratory simulation was used to perform the atmospheric aqueous-phase ozonolysis at different pHs and temperatures. Unexpectedly high molar yields of the products, including hydroxylmethyl hydroperoxide (HMHP), formaldehyde (HCHO) and methylglyoxyl (MG), of both of these reaction systems have been seen. Moreover, these yields are almost independent of pH and temperature and are as follows: (i) for MAC–O3, 70.3±6.3% HMHP, 32.3±5.8% HCHO and 98.6±5.4% MG; and (ii) for MVK–O3, 68.9±9.7% HMHP, 13.3±5.8% HCHO and 75.4±7.9% MG. A yield of 24.2±3.6% pyruvic acid has been detected for MVK–O3. HMHP is unstable in the aqueous phase and can transform into H2O2 and HCHO with a yield of 100%. We suggest that the aqueous-phase ozonolysis of MAC and MVK can contribute a considerable amount of oxidants in a direct and indirect mode to the aqueous phase and that these compounds might be the main source of aqueous-phase oxidants. The formation of oxidants in the aqueous-phase ozonolysis of MAC and MVK effectively confirms the formation of aerosols from the aqueous-phase acid-catalyzed reaction of H2O2 with isoprene, even if there are no other sources of oxidants.

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