1383926-96-2

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 106-40-1 4-bromo-aniline 
• 32857-48-0 N-(4-bromophenyl)-4-methylbenzenesulfonamide 
• 106-96-7 propargyl bromide 

Downstream Products

• 1418755-99-3 6-bromo-4-(phenylthio)-1-tosyl-1,2-dihydroquinoline 
• 1418756-63-4 C₂₉H₂₅BrN₂O₄S₂ 
• 1418756-40-7 C₂₂H₁₈BrNO₂S₂ 
• 1416547-93-7 4-(phenylselanyl)-1-tosyl-1,2-dihydroquinoline-6-carbonitrile 
• 1416548-03-2 N-(4-bromophenyl)-4-methyl-N-[3-(phenylselanyl)prop-2-ynyl]benzenesulfonamide 
• 1383926-93-9 (Z)-N-(4-bromophenyl)-N-((2-(N-(4-bromophenyl)-4-methylphenylsulfonamido)-3-methylenecyclobutylidene)methyl)-4-methylbenzenesulfonamide 
• 1383926-76-8 N-(4-bromophenyl)-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide 

Relevant academic research and scientific papers

Ligand-Controlled Regiodivergence for Catalytic Stereoselective Semireduction of Allenamides

Ligand-controlled regiodivergence has been developed for catalytic semireduction of allenamides with excellent chemo- and stereocontrol. This system also provides an example of catalytic regiodivergent semireduction of allenes for the first time. The divergence of the semireduction is enabled by ligand switch with the same palladium pre-catalyst under operationally simple and mild conditions. Monodentate ligand XPhos exclusively promotes selective 1,2-semireduction to afford allylic amides, while bidentate ligand BINAP completely switched the regioselectivity to 2,3-semireduction, producing (E)-enamide derivatives.

Dynamic Kinetic Resolution in Gold-Catalyzed (4 + 2)-Annulations between Alkynyl Benzaldehydes and Allenamides to Yield Enantioenriched All-Carbon Diarylalkylmethane Derivatives

This work reports the synthesis of diarylmethane derivatives via gold-catalyzed (4 + 2)-annulations between alkynyl benzaldehydes and allenamides, followed by an aza-Claisen rearrangement. Deuterium labeling and crossover experiments have been performed to confirm this proposed mechanism. With racemic 3-substituted allenamides in a substrate ratio (1:1), we employ chiral gold catalysts to achieve a dynamic kinetic resolution to obtain enantioenriched diarylalkylmethane derivatives with high e.r. levels (up to 93:7).

Copper-catalysed hydroamination of N-allenylsulfonamides: The key role of ancillary coordinating groups

A copper-catalysed hydroamination reaction of N-allenylsulfonamides with amines has been developed through a rational approach based on mechanistic studies. The reaction is promoted by a simple copper(I) catalyst and proceeds at room temperature with complete regioselectivity and excellent stereoselectivity towards linear (E)-N-(3-aminoprop-1-enyl)sulfonamides. Density Functional Theory (DFT) studies allow interpreting the key role of unsaturated substituents on nitrogen as ancillary coordinating moieties for the copper catalyst.

Transition-Metal-Free Stereoselective Borylation of Allenamides

Complete stereocontrol on the transition-metal-free hydroboration of the distal double bond of allenamides could be achieved when allenamides contained acetyl substituents, which provided exclusively the Z-isomer. The consecutive Pd-catalyzed cross-coupli

Efficient synthesis of novel 1,3-diyne-based sulfonamides using CuCl2/Et3N as a robust catalytic system

An efficient and practical synthesis of 1,3-diyne-based sulfonamides using CuCl2/Et3N as a catalytic system is disclosed. Mild reaction conditions, atom-economy and high yields (50–91%) make this method an attractive option for the preparation of 1,3-diyne-based sulfonamide derivatives.

[3+2]-Annulation of platinum-bound azomethine ylides with distal C=C bonds of N-allenamides

A Pt-catalyzed, highly regioselective reaction between N-allenamides and imino-alkynes leading to pyrrolo[1,2-a]indoles is described. This represents the first example of [3+2]-annulation of Pt-bound azomethine ylides with the distal C=C bond of N-allenam

Intramolecular annulation of aromatic rings with N-sulfonyl 1,2,3-triazoles: Divergent synthesis of 3-methylene-2,3-dihydrobenzofurans and 3-methylene-2,3-dihydroindoles

The controllable synthesis of 3-methylene-2,3-dihydrobenzofurans 2 and 3-methylene-2,3-dihydroindoles 5 has been developed through Rh-catalyzed intramolecular annulation of aromatic rings with azavinyl carbenes. This journal is

Synthesis of vinyl sulfides and vinylamines through catalytic intramolecular hydroarylation in the presence of FeCl3 and AgOTf

A synthetic method was developed for the preparation of vinyl sulfides and vinylamines from arylalkynyl phenyl sulfides and sulfonamides. Under mild conditions, a catalytic intramolecular hydroarylation reaction was carried out in the presence of FeCl3 and AgOTf (OTf = trifluoromethanesulfonate) in 1,2-dichloroethane. A variety of 1,2-dihydronaphthalenes, 2H-chromenes, and 1,2-dihydroquinolines containing a phenylsulfenyl or N-phenyl-N-tosyl group on the sp2-hybridized benzylic carbon were prepared in good to excellent yields. The present method could be extended to the preparation of dihydropyrano[2,3-g]chromenes through a twofold Fe-catalyzed hydroarylation by a selective 6-endo mode. A synthetic method was developed for the preparation of vinyl sulfides and vinylamines. Arylalkynyl phenyl sulfides and sulfonamides underwent a catalytic intramolecular hydroarylation reaction to give 1,2-dihydronaphthalenes, 2H-chromenes, and 1,2-dihydroquinolines with a phenylsulfenyl or N-phenyl-N-tosyl group on the sp2-hybridized benzylic carbon. Copyright