121045-41-8

Upstream product

• 591-50-4 iodobenzene 
• 370565-08-5 p-acetyl-o-ethynylphenol 
• 387860-54-0 p-acetyl-o-((trimethylsilyl)ethynyl)phenol 
• 121045-46-3 2-(isopropylthio)-1-phenylethan-1-ol 
• 532-27-4 1-chloroacetophenone 
• 1374787-46-8 5-acetyl-2-bromobenzofuran 
• 603-33-8 triphenylbismuthane 
• 1448818-07-2 C₁₅H₁₀Br₂O₂ 
• 100-42-5 styrene 
• 99-93-4 4-Hydroxyacetophenone 
• 121045-17-8 1-acetoxy-1-phenyl-2-isopropylthioethane 
• 66502-11-2 2-isopropylsulfanyl-1-phenyl-ethanone 
• 62615-24-1 4'-hydroxy-3'-iodoacetophenone 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Relevant academic research and scientific papers

Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans

A transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols was developed for the facile synthesis of 2-substituted benzo[b]furans. Various 2-aryl and 2-alkyl substituted benzo[b]furans can be obtained with good to excellent yields

Mechanistic Insights on Orthogonal Selectivity in Heterocycle Synthesis

Recently, we have developed a method for catalytic regioselective synthesis of 2-substituted and 3-substituted benzofurans starting from phenols. The choice of reacting partner, olefin versus α,β-unsaturated acid, is critical to dictate the isomeric product formation. Instances are known where these olefinic partners did not complement each other and yield a similar outcome. In the current work, we have addressed this paradox with emphasis on (a) the origin of orthogonal selectivity and (b) the key requirements to expect complementary behavior. Experimental and computational studies provided important mechanistic insights. Electrostatic compatibility during migratory insertion and the positioning of the carboxylic acid moiety in catalytic steps are found to exert a paramount impact in determining the regioselectivity. The study offers a predictable single component tuning tool to control the regioselectivity.

Method for synthesizing benzofuranol derivative by nickel-catalysis of phenethynyl phenol under microwave irradiation

The invention discloses a method for synthesizing a benzofuranol derivative by nickel-catalysis of phenethynyl phenol under microwave irradiation; a catalytic amount of catalyst nickel chloride, ligand 1,10-phenanthroline(1,10-Phen), auxiliary catalyst po

Pd-catalyzed tandem chemoselective synthesis of 2-arylbenzofurans using threefold arylating triarylbismuth reagents

A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. Copyright

Practical synthesis of indoles and benzofurans in water using a heterogeneous bimetallic catalyst

This paper describes the preparation of indoles, azaindoles and benzofurans in pure water by using a new heterogeneous Pd-Cu/C catalyst through a cascade Sonogashira alkynylation-cyclization sequence. Details of the optimization studies and the substrate scope are discussed. This procedure allows the preparation of heterocycles with good yields and is tolerant to a wide variety of functional groups.

Palladium-catalyzed synthesis of benzofurans and coumarins from phenols and olefins

Triple C-H functionalization: Palladium-catalyzed synthesis of benzofurans and coumarins by reacting phenols and unactivated olefins is described. The reaction comprises sequential C-H functionalization and shows diverse functional group compatibility. Preliminary mechanistic studies shed light into the possible mechanisms. Copyright

Palladium-catalyzed cross-couplings of functionalized 2-bromobenzofurans for atom-economic synthesis of 2-arylbenzofurans using triarylbismuth reagents

The palladium catalyzed, atom-economic synthesis of various functionalized 2-arylbenzofurans was achieved through cross-coupling reaction of 2-bromobenzofurans with triarylbismuth reagents. The palladium catalytic protocol is very efficient to furnish various cross-coupled functionalized 2-arylbenzofurnas in high yields using triarylbismuth reagents with three aryl couplings as multi-coupling organometallic nucleophiles in one-pot operation. All the coupling reactions were completed in 1 h short reaction time involving three couplings from triarylbismuths under heating condition.

Sonogashira coupling and cyclization reactions on alumina: A route to aryl alkynes, 2-substituted-benzo[b]furans and 2-substituted-indoles

A solventless, microwave-enhanced Sonogashira coupling reaction of aromatic iodides with terminal alkynes on potassium fluoride doped alumina in the presence of palladium powder, cuprous iodide, and triphenylphosphine has been developed. The reaction can be utilized to prepare aryl alkynes in excellent yields. The coupling of o-iodophenol with terminal alkynes leads to the formation 2-substituted-benzo[b]furans. Whereas the coupling of o-iodoanilines with terminal alkynes generates indole products. An in situ desilylation reaction was also developed.

Synthesis and 5-Lipoxygenase Inhibitory Activities of Some Novel 2-Substituted 5-Benzofuran Hydroxamic Acids

A series of 2-substituted benzofuran hydroxyamic acids were synthesized as rigid analogs of simple (benzyloxy)phenyl hydroxamates, evaluated for their in vitro and in vivo 5-lipoxygenase activity and found to be potent inhibitors of the enzyme.Substituent

SELECTIVE PREPARATION AND CYCLIZATION OF 2-(2-HYDROXYPHENYL)-2-(ISOPROPYLTHIO)ETHANOLS. NEW SYNTHESIS OF 1-BENZOFURANS

Reaction of phenols with 2-(isopropylthio)ethyl acetate activated by sulphuryl chloride afforded 2-phenols regioselectively, via sigmatropic rearrangement of phenoxysulphonium ylides.The ortho-alkylated phenols thus obtained have been cyclized with conc. hydrochloric acid in 2-methoxyethanol to 1-benzofurans. 2-Methyl- and 2-phenyl-1-benzofurans have been prepared similarly.