5435-02-9

Upstream product

• 71535-50-7 (S)-(+)-2-benzyl-1-(p-tolylsulfonyl)aziridine 
• 645-59-0 dihydrocinnamonitrile 
• 122-97-4 3-Phenyl-1-propanol 
• 70-55-3 toluene-4-sulfonamide 
• 591-50-4 iodobenzene 
• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 38455-36-6 N-tosyl-2-phenylazetidine 
• 170304-99-1 N-(3-hydroxy-1-phenylpropyl)-4-methylbenzenesulfonamide 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 98-80-6 phenylboronic acid 
• 14593-04-5 3-amino-3-phenyl-1-propanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 175355-35-8 N-(3-phenylpropylidene)-S-(4-methylphenyl)sulfonamide 

Downstream Products

• 104-53-0 3-phenyl-propionaldehyde 
• 70-55-3 toluene-4-sulfonamide 
• 213264-51-8 3-(4-iodophenyl)propionaldehyde 
• 2038-57-5 3-Phenylpropan-1-amine 
• 1332717-95-9 3-phenethyl-2-tosyl-1,2-oxaziridine 
• 24310-24-5 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinoline 

Relevant academic research and scientific papers

Nickel/Photoredox Dual Catalytic Cross-Coupling of Alkyl and Amidyl Radicals to Construct C(sp3)-N Bonds

The construction of C(sp3)-N bonds via direct radical-radical cross-coupling under benign conditions is a desirable but challenging approach. Herein, the cross-coupling of alkyl and amidyl radicals to build aliphatic C-N bonds in a concise, mild, and oxid

Palladium-Catalyzed Regioselective and Stereospecific Ring-Opening Suzuki-Miyaura Arylative Cross-Coupling of 2-Arylazetidines with Arylboronic Acids

We have developed a palladium-catalyzed regioselective and enantiospecific ring-opening Suzuki–Miyaura arylative cross-coupling of N-tosyl-2-arylazetidines to give enantioenriched 3,3-diarylpropylamines. This reaction represents an example of transition-metal-catalyzed ring-opening cross-coupling using azetidines as a non-classical alkyl electrophile. Density functional theory rationalized the mechanism of the full catalytic cycle, which consists of the selectivity-determining ring opening of the azetidine, reaction with water, rate-determining transmetalation, and reductive elimination. Transition states of the selectivity-determining ring-opening step were systematically determined by the multi-component artificial force induced reaction (MC-AFIR) method to explain the regioselectivity of the reaction. (Figure presented.).

A bifunctional strategy for N-heterocyclic carbene-stabilized iridium complex-catalyzed: N -alkylation of amines with alcohols in aqueous media

Through the strategy of combining bifunctional 2-hydroxypyridine and a thermally stable N-heterocyclic carbene ligand, an Ir-catalyzed N-monoalkylation reaction has been developed in aqueous media under base-free conditions. This reaction proceeds smoothly with high yields of various aromatic amines and sulfonamides with a wide range of primary alcohols. Experimental and computational studies revealed a metal-ligand cooperative mechanism and its thermal stability during the bifunctional catalysis in aqueous media.

Reductions of Imines Using Zirconocene Chloride Hydride

Herein, we describe the fast, chemoselective, and clean reduction of imines with zirconocene chloride hydride. The reaction works well on aromatic and enolizable aliphatic aldimines, as well as ketimines. A range of N-protecting groups and various functio

Practical Intermolecular Hydroarylation of Diverse Alkenes via Reductive Heck Coupling

The hydroarylation of alkenes is an attractive approach to construct carbon-carbon (C-C) bonds from abundant and structurally diverse starting materials. Herein we report a palladium-catalyzed reductive Heck hydroarylation of aliphatic and heteroatom-substituted terminal alkenes and select internal alkenes with an array of (hetero)aryl iodides. The reaction is anti-Markovnikov selective with terminal alkenes and tolerates a wide variety of functional groups on both the alkene and (hetero)aryl coupling partners. Additionally, applications of this method to complex molecule diversifications are demonstrated. Mechanistic experiments are consistent with a mechanism in which the key alkylpalladium(II) intermediate is intercepted with formate and undergoes a decarboxylation/C-H reductive elimination cascade to afford the saturated product and turn over the cycle.

Designing Homogeneous Bromine Redox Catalysis for Selective Aliphatic C?H Bond Functionalization

The potential of homogeneous oxidation catalysis employing bromine has remained largely unexplored. We herein show that the combination of a tetraalkylammonium bromide and meta-chloroperbenzoic acid offers a unique catalyst system for the convenient and s

Cobalt-catalyzed (Z)-selective semihydrogenation of alkynes with molecular hydrogen

Cobalt-catalyzed highly (Z)-selective semihydrogenation of alkynes using molecular H2 was developed using commercially available and cheap cobalt precursors. A variety of (Z)-alkenes were obtained in moderate to excellent selectivities [(Z)-alkene/(E)-alkene/alkane ratio up to >99 : 1 : 1] and it was found that the readily available ethylenediamine ligand is crucial in determining the selectivity.

Rhodium/Yanphos-Catalyzed Asymmetric Interrupted Intramolecular Hydroaminomethylation of trans-1,2-Disubstituted Alkenes

The first interrupted asymmetric hydroaminomethylation reaction was developed. The challenging trans-1,2-disubstituted olefins were employed as substrates, and a series of valuable chiral pyrrolidinones and pyrrolidines were obtained in high yields with high regioselectivities and excellent enantioselectivities. Several synthetic transformations were conducted, demonstrating the high synthetic utility of our method. A creative route for the synthesis of vernakalant and Enablex was also developed.

A novel rhodium-catalyzed domino-hydroformylation-reaction for the synthesis of sulphonamides

An efficient and highly selective method for the synthesis of sulphonamides by a domino hydroformylation-reductive sulphonamidation reaction has been developed. Various olefins and sulphonamides are converted into the desired products in good yields and with excellent selectivities in the presence of a rhodium/Naphos catalyst. This journal is