123710-52-1

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 1191-99-7 2,3-dihydro-2H-furan 
• 29540-83-8 p-tolyl triflate 
• 106-38-7 para-bromotoluene 
• 106-43-4 para-chlorotoluene 
• 127559-52-8 1-(p-tolyl)buta-2,3-dien-1-ol 
• 132589-36-7 1-(4-methylphenyl)prop-2-yn-1-ol 
• 624-31-7 4-tolyl iodide 
• 42249-98-9 1-(4-methylphenyl)-3-butyn-1-ol 

Relevant academic research and scientific papers

Efficient Formation of 2,3-Dihydrofurans via Iron-Catalyzed Cycloisomerization of α-Allenols

Herein, we report a highly efficient iron-catalyzed intramolecular nucleophilic cyclization of α-allenols to furnish substituted 2,3-dihydrofurans under mild reaction conditions. A highly diastereoselective variant of the reaction was developed as well, g

Palladium-Catalyzed Enantioselective Intermolecular Carboetherification of Dihydrofurans

A novel enantioselective Pd-catalyzed intermolecular carboetherification of dihydrofurans is reported. The in situ generation of chiral bis-phosphine mono-oxide ligands is crucial, and a general catalytic system has been identified based on this approach. It provides access to a variety of fused tetrahydrofurobenzofurans in consistently high yield and enantiomeric excess.

Palladacycle-Catalyzed Regioselective Heck Reaction Using Diaryliodonium Triflates and Aryl Iodides

We describe a P-containing palladacycle-catalyzed regioselective Heck reaction of 2,3-dihydrofuran with diaryliodonium salts and aryl iodides to afford 2-aryl-2,5-dihydrofurans and 2-aryl-2,3-dihydrofurans, respectively, in good yields. Mechanistic studie

Cooperative Metal-Ligand Catalyzed Intramolecular Hydroamination and Hydroalkoxylation of Allenes Using a Stable Iron Catalyst

A new iron-catalyzed chemoselective intramolecular hydroamination and hydroalkoxylation of the readily available α-allenic amines and alcohols to valuable unsaturated 5-membered heterocycles, 2,3-dihydropyrrole and 2,3-dihydrofuran, is reported. Effective

Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of α-Allenic Alcohols into 2,3-Dihydrofurans

An efficient one-pot method for the enzyme- and ruthenium-catalyzed enantioselective transformation of α-allenic alcohols into 2,3-dihydrofurans has been developed. The method involves an enzymatic kinetic resolution and a subsequent ruthenium-catalyzed c

SPIRO-1,1'-BIINDANE-7,7-BISPHOSPHINE OXIDES AS HIGHLY ACTIVE SUPPORTING LIGANDS FOR PALLADIUM-CATALYZED ASYMMETRIC HECK REACTION

The present invention relates to catalyst complexes comprising palladium (Pd) and at least one spiro-1,1 '-biindane-7,7'- bisphosphine oxide ligand as disclosed herein, and their use. The present invention is further directed to the asymmetric Pd-catalyzed covalent carbon-carbon single bond formation from aryl, heteroaryl and alkenyl triflates and halides and olefins utilising the said catalyst complexes.

Asymmetric intermolecular heck reaction of aryl halides

The asymmetric intermolecular Heck reaction has been limited to aryl and vinyl triflates. Herein, we extend the reaction to aryl and vinyl bromides. Various cyclic olefins coupled with high enantioselectivity. Only bisphosphine oxides on a spiro backbone formed highly stereoselective Pd catalysts. The use of alcoholic solvents and alkylammonium salts were essential to promote halide dissociation from neutral arylpalladium complexes.

Phosphite-oxazole/imidazole ligands in asymmetric intermolecular Heck reaction

We describe the application of a new class of ligands -the phosphite-oxazole/imidazole (L1-L5a-g) - in asymmetric intermolecular Pd-catalyzed Heck reactions under thermal and microwave conditions. These ligands combine the advantages of the oxazole/imidaz

Biaryl phosphite-oxazoline ligands from the chiral pool: Highly efficient modular ligands for the asymmetric Pd-catalyzed heck reaction

A highly modular library of readily available phosphite-oxazoline ligands L1-L21a-g was successfully applied in the asymmetric Pd-catalyzed Heck reactions of several substrates and triflates under thermal and microwave conditions. This ligand library cont

Synthesis of α,β-unsaturated γ-lactones via photooxygenation of 2,3-dihydrofurans followed by ferrous ion-catalyzed gem-dehydration

Several alkyl and aryl substituted 2,3-dihydrofurans 1a-1e were synthesized and their reactions with singlet oxygen were investigated. Photooxygenation of 1a-1e in carbon tetrachloride at ambient temperature exclusively yields allylic hydroperoxides 4a-4e. Treatment of these hydroperoxides with aqueous ferrous sulfate solution affords the corresponding α,β-unsaturated γ-lactones 6a-6e with high yields. This work provides an efficient route to the preparation of butenolide moiety, an important functionality in the structures of many natural products that exhibit biological properties.