77295-77-3

Upstream product

• 558-13-4 carbon tetrabromide 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 101-39-3 2-methyl-3-phenyl-2-propenal 
• 603-35-0 triphenylphosphine 

Downstream Products

• 80907-80-8 (E)-(4,4-dibromo-2-methylbut-1,3-dien-1-yl)benzene 
• 1384432-67-0 (E)-(4-bromo-2-methylbut-1-en-3-yn-1-yl)benzene 
• 1384432-41-0 (E)-N-methyl-N-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)methanesulfonamide 
• 1384432-42-1 (E)-N-butyl-N-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)methanesulfonamide 
• 1384432-43-2 (E)-N-benzyl-N-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)methanesulfonamide 
• 1384432-45-4 (E)-N-cyclopropyl-N-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)methanesulfonamide 
• 1384432-46-5 (E)-4-methyl-N-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)-N-(methylsulfonyl)benzenesulfonamide 
• 1384432-47-6 (E)-2-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)-1,2-thiazinane 1,1-dioxide 
• 1384432-37-4 (E)-N,3-dimethyl-N-(methylsulfonyl)-2-oxo-4-phenylbut-3-enamide 
• 1384432-38-5 (E)-N,3-dimethyl-N-(methylsulfonyl)-2-oxo-4-phenylbut-3-enamide 
• 1384432-23-8 N-butyl-N-(4-methyl-5-phenylfuran-2-yl)methanesulfonamide 
• 1384432-26-1 N-cyclopropyl-N-(4-methyl-5-phenylfuran-2-yl)methanesulfonamide 
• 1384432-27-2 N,4-dimethyl-N-(4-methyl-5-phenylfuran-2-yl)benzenesulfonamide 
• 1384432-28-3 2-(4-methyl-5-phenylfuran-2-yl)-1,2-thiazinane 1,1-dioxide 

Relevant academic research and scientific papers

Iron-Catalyzed Tertiary Alkylation of Terminal Alkynes with 1,3-Diesters via a Functionalized Alkyl Radical

Direct oxidative C(sp)?H/C(sp3)?H cross-coupling offers an ideal and environmentally benign protocol for C(sp)?C(sp3) bond formations. As such, reactivity and site-selectivity with respect to C(sp3)?H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron-catalyzed/silver-mediated tertiary alkylation of terminal alkynes with readily available and versatile 1,3-dicarbonyl compounds. The reaction is suitable for an array of substrates and proceeds in a highly selective manner even employing alkanes containing other tertiary, benzylic, and C(sp3)?H bonds alpha to heteroatoms. Elaboration of the products enables the synthesis of a series of versatile building blocks. Control experiments implicate the in situ generation of a tertiary carbon-centered radical species.

Cu(I)-catalyzed oxidative cyclization of enynamides: Regioselective access to cyclopentadiene frameworks and 2-aminofurans

An efficient Cu(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2)

Metal-Free Transfer Hydroiodination of C-C Multiple Bonds

The design and a gram-scale synthesis of a bench-stable cyclohexa-1,4-diene-based surrogate of gaseous hydrogen iodide are described. By initiation with a moderately strong Br?nsted acid, hydrogen iodide is transferred from the surrogate onto C-C multiple bonds such as alkynes and allenes without the involvement of free hydrogen iodide. The surrogate fragments into toluene and ethylene, easy-to-remove volatile waste. This hydroiodination reaction avoids precarious handling of hydrogen iodide or hydroiodic acid. By this, a broad range of previously unknown or difficult-to-prepare vinyl iodides can be accessed in stereocontrolled fashion.

Iodine-Catalyzed Synthesis of Chalcogenophenes by the Reaction of 1,3-Dienyl Bromides and Potassium Selenocyanate/Potassium Sulfide (KSeCN/K2S)

The methods available for the synthesis of chalcogenophenes, in general, are associated with drawbacks of harsh conditions, use of costly metals, broad applicability, tedious purification process and low yield. To avoid these drawbacks a transition metal-free iodine-catalyzed reaction of aryl-susbstituted 1,3-dienyl bromides with potassium selenocyanate/potassium sulfide (KSeCN/K2S) leading to the corresponding selenophenes and thiophenes has been developed. Iodine is relatively benign, less expensive and readily available. Several diversely substituted selenophenes and thiophenes have been obtained by this procedure in high yields. Using this procedure 2-(4-chlorophenyl)thiophene, a key intermediate for the synthesis of a melanin concentrating hormone receptor ligand involved in the treatment of eating disorders, weight gain, obesity, depression and anxiety has been synthesized. Although the reaction is one-pot essentially it proceeds in two steps involving a selenocyanate/thiolate intermediate leading to the selenophene/thiophene. The simple operation, use of inexpensive reagents and a metal-free process make this procedure more attractive for an easy access to substituted selenophenes and thiophenes. (Figure presented.).

Gold-Catalyzed Intermolecular Ynamide Amination-Initiated Aza-Nazarov Cyclization: Access to Functionalized 2-Aminopyrroles

A novel gold-catalyzed intermolecular ynamide amination-initiated aza-Nazarov cyclization has been developed, allowing the facile and efficient synthesis of various 2-aminopyrroles in moderate to good yields. Furthermore, a mechanistic rationale for this

One-Pot Relay Gold(I) and Br?nsted Acid Catalysis: Cyclopenta[b]annulation of Indoles via Hydroamination/Nazarov-Type Cyclization Cascade of Enynols

An expedient relay gold(I) and Br?nsted acid catalyzed hydroamination/Nazarov cyclization of 1-(2-aminophenyl)pent-4-en-2-ynols for the synthesis of various polyfunctionalized cyclopenta[b]indoles is described. The synthetic utility of this method has bee

Gold-catalyzed 1,2-iminonitronation of electron-deficient alkynes with nitrosoarenes to afford α-imidoyl nitrones

Gold-catalyzed 1,2-iminonitronation of propiolate derivatives with nitrosoarenes to give α-imidoyl nitrones is described; this new reaction is applicable to diverse propiolate derivatives and nitrosoarenes.

Regioselective hydrations of 1-aryl-3-en-1-ynes using gold and platinum catalysts: Selective production of 2-en-1-ones and 3-en-1-ones

Regiocontrolled hydrations of 1-aryl-3-en-1-ynes have been accomplished with IPrAuOTf and PtCl2/CO to yield 3-en-1-ones and 2-en-1-ones efficiently; our experimental data indicates that the sizes of catalysts play an important role. This journa

A direct synthesis of selenophenes by Cu-catalyzed one-pot addition of a selenium moiety to (E,E)-1,3-dienyl bromides and subsequent nucleophilic cyclization

An efficient protocol for the synthesis of selenophenes and selanyl selenophenes has been achieved by a simple one-pot reaction of 1,3-dienyl bromides and 1,3-dienyl-gem-dibromides respectively with KSeCN catalyzed by CuO nanoparticles. Several aryl, alke

Gold-catalyzed synthesis of substituted 2-aminofurans via formal [4+1]-cycloadditions on 3-en-1-ynamides

Gold-catalyzed formal [4+1]-cycloadditions between 3-en-1-ynamides 1 and 8-methylquinoline oxide are reported. The success of this reaction relies on a hypothetic oxa-Nazarov cyclization on gold-stabilized allylic cations. Preliminary results on a new 1,2-difunctionalization of 3-en-1-ynamide are also reported.