Palladium-catalysed arylation of allylic alcohols: Highly selective synthesis of β-aromatic carbonyl compounds or β-aromatic α,β-unsaturated alcohols.

1991 ◽  
Vol 32 (19) ◽  
pp. 2121-2124 ◽  
Author(s):  
Tuyêt Jeffery
Keyword(s):  
Carbonyl Compounds ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Unsaturated Alcohols ◽  
Aromatic Carbonyl Compounds

scholarly journals An umpolung strategy to react catalytic enols with nucleophiles

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Amparo Sanz-Marco ◽  
Samuel Martinez-Erro ◽  
Martin Pauze ◽  
Enrique Gómez-Bengoa ◽  
Belén Martín-Matute
Keyword(s):  
Carbonyl Compounds ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Hydrogen Shift ◽  
Intramolecular Reactions

AbstractThe selective synthesis of α-functionalized ketones with two similar enolizable positions can be accomplished using allylic alcohols and iridium(III) catalysts. A formal 1,3-hydrogen shift on allylic alcohols generates catalytic iridium-enolates in a stereospecific manner, which are able to react with electrophiles to yield α-functionalized ketones as single constitutional isomers. However, the employment of nucleophiles to react with the nucleophilic catalytic enolates in this chemistry is still unknown. Herein, we report an umpolung strategy for the selective synthesis of α-alkoxy carbonyl compounds by the reaction of iridium enolates and alcohols promoted by an iodine(III) reagent. Moreover, the protocol also works in an intramolecular fashion to synthesize 3(2H)-furanones from γ-keto allylic alcohols. Experimental and computational investigations have been carried out, and mechanisms are proposed for both the inter- and intramolecular reactions, explaining the key role of the iodine(III) reagent in this umpolung approach.

Tetranuclear Copper and Mononuclear Nickel Complex of the Schiff Base of (3Z)-3-Hydrazonobutan-2-One Oxime with Different Aromatic Carbonyl Compounds: Synthesis, Single Crystal X-Ray Structure, Catecholase Activity, Phenoxazinone Synthase Activity, Catalytic Study for the Homocoupling of Benzyl Amines

2019 ◽  
Author(s):  
Swaraj Sengupta ◽  
Sahanwaj Khan ◽  
Shyamal K. Chattopadhyay ◽  
Indrani Banerjee ◽  
Tarun K. Panda ◽  
...  
Keyword(s):  
Schiff Base ◽  
Single Crystal ◽  
Copper Complex ◽  
Carbonyl Compounds ◽  
Nickel Complex ◽  
Schiff Base Ligands ◽  
X Ray ◽  
Phenoxazinone Synthase ◽  
Catecholase Activity ◽  
Aromatic Carbonyl Compounds

Synthesis and characterisation of one trinuclear copper complex, ([Cu<sub>3</sub>L<sub>3</sub>O]ClO<sub>4</sub>) (<b>1</b>) and one nickel complex ([Ni(L'H)<sub>2</sub>(dmso)<sub>2</sub>](ClO<sub>4</sub>)<sub>2</sub>) (<b>2</b>) with Schiff base ligands: (3Z)-3-((Z)-(1-(thiophen-2-yl)ethylidene)hydrazono)butan-2-one oxime (LH) and 1-(pyridin-2-yl)ethylidene)hydrazono)butan-2-one oxime (L<sup>'</sup>H). <b>1</b> shows high catecholase activity and has also been tested as a catalyst for the synthesis of benzylimine. <b>2 </b> shows phenoxazinone synthase activity.

Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium‐Catalyzed Carbonylation of Allylic Alcohols

2020 ◽  
Vol 59 (46) ◽  
pp. 20394-20398
Author(s):  
Ji Yang ◽  
Jiawang Liu ◽  
Yao Ge ◽  
Weiheng Huang ◽  
Helfried Neumann ◽  
...  
Keyword(s):  
Dicarboxylic Acids ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Palladium Catalyzed

The protonation of aromatic carbonyl compounds

1968 ◽  
Vol 90 (23) ◽  
pp. 6453-6457 ◽  
Author(s):  
C. C. Greig ◽  
Colin D. Johnson
Keyword(s):  
Carbonyl Compounds ◽  
Aromatic Carbonyl Compounds
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