Halogenocyclopropanation des éthoxy-alcènes diversement alkylés. Effet syn-directeur des groupes éthoxy et alkyles

1981 ◽  
Vol 59 (3) ◽  
pp. 621-628 ◽  
Author(s):  
Roger Barlet ◽  
Raymond Le Goaller ◽  
Claude Gey
Keyword(s):  
Oxygen Atom ◽  
Metal Atom ◽  
Cycloaddition Reactions ◽  
Enol Ethers ◽  
High Yields

Weakly nucleophilic acceptors such as enol ethers can facilitate cycloaddition reactions with monohalocarbenoids. The high yields and stereoselection towards the more highly hindered adducts are interpreted by complexation of the oxygen atom of the substrate with the metal atom of the carbenoid. [Journal translation]

Triplex-catalyzed diels-alder and [2+2] cycloaddition reactions of enol ethers and ketene acetals

1988 ◽  
Vol 29 (40) ◽  
pp. 5125-5128 ◽  
Author(s):  
Nihat Akbulut ◽  
Gary B. Schuster
Keyword(s):  
Diels Alder ◽  
Cycloaddition Reactions ◽  
Enol Ethers ◽  
Ketene Acetals

scholarly journals Ultrasound-promoted organocatalytic enamine–azide [3 + 2] cycloaddition reactions for the synthesis of ((arylselanyl)phenyl-1H-1,2,3-triazol-4-yl)ketones

2017 ◽  
Vol 13 ◽  
pp. 694-702 ◽  
Author(s):  
Gabriel P Costa ◽  
Natália Seus ◽  
Juliano A Roehrs ◽  
Raquel G Jacob ◽  
Ricardo F Schumacher ◽  
...  
Keyword(s):  
Reaction Times ◽  
Cycloaddition Reactions ◽  
Reaction Conditions ◽  
Keto Esters ◽  
Efficient Access ◽  
High Yields ◽  
Short Times

The use of sonochemistry is described in the organocatalytic enamine–azide [3 + 2] cycloaddition between 1,3-diketones and aryl azidophenyl selenides. These sonochemically promoted reactions were found to be amenable to a range of 1,3-diketones or aryl azidophenyl selenides, providing an efficient access to new ((arylselanyl)phenyl-1H-1,2,3-triazol-4-yl)ketones in good to excellent yields and short reaction times. In addition, this protocol was extended to β-keto esters, β-keto amides and α-cyano ketones. Selanyltriazoyl carboxylates, carboxamides and carbonitriles were synthesized in high yields at short times of reaction under very mild reaction conditions.

A DFT Study of the Domino Inter [4 + 2]/Intra [3 + 2] Cycloaddition Reactions of Nitroalkenes with Enol Ethers

2000 ◽  
Vol 65 (4) ◽  
pp. 1076-1083 ◽  
Author(s):  
Luis R. Domingo ◽  
Amparo Asensio
Keyword(s):  
Dft Study ◽  
Cycloaddition Reactions ◽  
Enol Ethers

Cycloaddition reactions of acyl ketenes with enol ethers: A general synthesis of 2-alkoxy-2,3-dihydro-4h-pyran-4-ones.

1990 ◽  
Vol 31 (26) ◽  
pp. 3677-3680 ◽  
Author(s):  
Robert S. Coleman ◽  
Eugene B. Grant
Keyword(s):  
Cycloaddition Reactions ◽  
Enol Ethers ◽  
General Synthesis

scholarly journals Synthesis of dibenzosuberenone-based novel polycyclic π-conjugated dihydropyridazines, pyridazines and pyrroles

2021 ◽  
Vol 17 ◽  
pp. 719-729
Author(s):  
Ramazan Koçak ◽  
Arif Daştan
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Cycloaddition Reactions ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Reductive Treatment ◽  
High Yields ◽  
Derivatives Of ◽  
Electron Demand

The synthesis of novel polycyclic π-conjugated dihydropyridazines, pyridazines, and pyrroles was studied. Dihydropyridazine dyes were synthesized by inverse electron-demand Diels–Alder cycloaddition reactions between a dibenzosuberenone and tetrazines that bear various substituents. The pyridazines were synthesized in high yields by oxidation of dihydropyridazine-appended dibenzosuberenones with PIFA or NO. p-Quinone derivatives of pyridazines were also obtained by H-shift isomerization following the inverse electron-demand Diels–Alder reaction of tetrazines with p-quinone dibenzosuberenone. Then these pyridazines were converted to the corresponding pyrroles by reductive treatment with zinc. It was observed that all the dihydropyridazines obtained gave absorbance and emission at long wavelengths.

Novel Addition and [3+2] Cycloaddition Reactions of Stannyl- and Silyl-ortho-carboranes to Carbonyl Compounds

1999 ◽  
Vol 64 (5) ◽  
pp. 829-846 ◽  
Author(s):  
Hiroyuki Nakamura ◽  
Yoshinori Yamamoto
Keyword(s):  
Carbonyl Compounds ◽  
Addition Reaction ◽  
Cycloaddition Reactions ◽  
Tetrabutylammonium Fluoride ◽  
High Yields

Stannyl- and silyl-ortho-carboranes serve as an ortho-carborane carbanion equivalents in the addition reaction to aldehydes. The reaction of (tributylstannyl)-ortho-carborane 2 with aldehydes 4 in the presence of palladium(0) catalysts gave the corresponding (ortho-carboranyl) carbinols 5 in good to high yields. The reaction of (trimethylsilyl)-ortho-carborane 3 with aldehydes 4 in the presence of tetrabutylammonium fluoride (TBAF) gave the corresponding (ortho-carboranyl) carbinols 5 in high yields. Furthermore, (trimethylsilyl)-ortho-carborane 3 underwent a facile [3+2] annulation reaction with various α,β-unsaturated enals and enones in the presence of tetrabutylammonium fluoride, giving the corresponding five-membered carboracyclic products 14 in good to high yields.

Catalytic (2 + 2)-Cycloaddition Reactions of Silyl Enol Ethers. A Convenient and Stereoselective Method for Cyclobutane Ring Formation

2004 ◽  
Vol 69 (2) ◽  
pp. 517-521 ◽  
Author(s):  
Kiyosei Takasu ◽  
Megumi Ueno ◽  
Kazato Inanaga ◽  
Masataka Ihara
Keyword(s):  
Ring Formation ◽  
Cycloaddition Reactions ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Stereoselective Method ◽  
Cyclobutane Ring

scholarly journals Catalytic [2 + 2]-Cycloaddition Reactions of Silyl Enol Ethers. A Convenient and Stereoselective Method for Cyclobutane Ring Formation.

ChemInform ◽  
2004 ◽  
Vol 35 (24) ◽  
Author(s):  
Kiyosei Takasu ◽  
Megumi Ueno ◽  
Kazato Inanaga ◽  
Masataka Ihara
Keyword(s):  
Ring Formation ◽  
Cycloaddition Reactions ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Stereoselective Method ◽  
Cyclobutane Ring
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