1024-38-0

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 615-36-1 2-bromoaniline 
• 127-65-1 chloroamine-T 
• 244205-40-1 (2-bromophenyl)boronic acid 

Downstream Products

• 30765-95-8 N-p-toluenesulfonyl-2-vinylaniline 
• 144318-34-3 N-(3-Benzyloxy-2-oxo-propyl)-N-(2-bromo-phenyl)-4-methyl-benzenesulfonamide 
• 2316-00-9 2-Brom-N-<4-nitro-benzyl>-N-p-toluolsulfonyl-anilin 
• 364362-19-6 N-(2-bromophenyl)-N-methyl-p-toluenesulfonamide 
• 107734-06-5 N-tosyl-2-phenylindole 
• 1039388-12-9 C₂₄H₂₂BrNO₄S 
• 1170354-27-4 C₂₄H₂₂BrNO₄S 
• 1163305-95-0 5,6-dihydro-7,9-dimethyl-5-(4-methylbenzensulfonyl)-6-methylcarbonylmethylphenanthridine 
• 1163305-96-1 6-cyanomethyl-5,6-dihydro-7,9-dimethyl-5-(4-methylbenzensulfonyl)phenanthridine 
• 1163305-82-5 5,6-dihydro-6-methoxycarbonylmethyl-7,9-dimethyl-5-(4-methylbenzensulfonyl)phenanthridine 
• 1163305-81-4 5,6-dihydro-6-methoxycarbonylmethyl-7-methyl-5-(4-methylbenzensulfonyl)phenanthridine 
• 1160847-20-0 11-(4-methylbenzenesulfonyl)-11H-benzo[a]carbazole 
• 1163305-85-8 5,6-dihydro-5-methoxycarbonylmethyl-6-(4-methylbenzensulfonyl)benzo[i]phenanthridine 
• 1163305-84-7 5,6-dihydro-6-methoxycarbonylmethyl-5-(4-methylbenzensulfonyl)-7-i-propylphenanthridine 

Relevant academic research and scientific papers

A strategy for the synthesis of 2,3-disubstituted indoles starting from N-(o-halophenyl)allenamides

A strategy for the synthesis of 2,3-disubstituted indole derivatives based on an intramolecular carbopalladation-anion capture cascade has been developed, wherein construction of the pyrrole ring and functionalisation of the indole C2 and C3 positions wer

Ruthenium Amide Complexes – Synthesis and Catalytic Activity in Olefin Metathesis and in Ring-Opening Polymerisation

A set of olefin metathesis catalysts bearing a ruthenium amide moiety was synthesised. In the ruthenium amide form these complexes exhibit very low activity in standard metathesis reactions. However, a dramatic increase of activity was observed upon in si

Trapping σ-Alkyl–Palladium(II) Intermediates with Arynes Encompassing Intramolecular C?H Activation: Spirobiaryls through Pd-Catalyzed Cascade Reactions

A palladium-catalyzed cascade reaction based on the trapping of transient alkyl–PdIIintermediates with arynes encompassing a C?H activation step has been developed. This synthetic pathway gives rise to hetero-spirocyclic scaffolds containing a biaryl motif, and opens up new synthetic strategies in the design of cascade reactions since it gathers several aspects of Pd chemistry, i.e., intra- and intermolecular carbopalladation of unsaturated species, C?H activation and C?C coupling processes.

Differentiation of isomeric haloanilines by tosylation in combination with electrospray ionization mass spectrometry

Differentiation of the isomeric haloanilines still remains a challenging and?necessary?analytic task due to their identical retention time in chromatography and similar mass spectra. In this work, p-tosylation of haloanilines by reaction of haloanilines with p-toluenesulfonyl chloride resulted in the corresponding N-tosyl haloanilines. Fragmentation of protonated N-tosyl haloanilines in electrospray ionization tandem mass spectrometry (ESI-MS/MS) mainly resulted in tosyl cation, haloaniline radical cation, and halohydroxyaniline radical cation. The MS/MS of the three group isomeric derivatives showed significant difference in abundance distribution of these product ions, respectively. Theoretical calculations showed that the stability of the ion-neutral complex (INC) is a key factor influencing the relative intensity of the product ions. The three group isomeric derivatives were also separated by high performance liquid chromatograph (HPLC) at conventional conditions. p-Tosylation combined tandem MS (or HPLC) technique were carried out to realize the differentiation of isomeric haloanilines.

Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C?H Arylation

Previous enantioselective Pd0-catalyzed C?H activation reactions proceeding via the concerted metalation-deprotonation mechanism employed either a chiral ancillary ligand, a chiral base, or a bimolecular mixture thereof. This study describes th

Controlled di-lithiation enabled synthesis of phosphine-sulfonamide ligands and implications in ethylene oligomerization

Catalyst design for ethylene oligomerization has attracted significant interest. Herein, we report the synthesis of phosphine-sulfonamide-derived palladium complexes and examine their performance in ethylene oligomerization. Arresting a dilithiation intermediate ofN-(2-bromophenyl)-4-methylbenzenesulfonamide (1) at ?84 °C selectively producedN-(2-(bis(2-methoxyphenyl)phosphanyl)phenyl)-4-methylbenzenesulfonamide (L1A). However, the same reaction at ?41 °C delivered a different ligand; 2-(bis(2-methoxyphenyl)phosphanyl)-4-methyl-N-phenylbenzenesulfonamide (L2A). The generality of our strategy has been demonstrated by preparingN-(2-(diphenylphosphanyl)phenyl)-4-methylbenzenesulfonamide (L1B) and 2-(diphenylphosphanyl)-4-methyl-N-phenylbenzenesulfonamide (L2B). Subsequently,L1AandL1Bwere treated with a palladium precursor to yield 5-membered complexesC1andC2, respectively. In contrast,L2Aupon treatment with palladium produced a 6-membered metal complexC3. Thus, a small library of 7 palladium complexes (C1-C7) were synthesized by varying the donor moiety (pyridine, DMSO, and acetonitrile). The identity of palladium complexes was unambiguously ascertained using a combination of spectroscopic and analytical methods, including single-crystal X-ray diffraction. The performance of the complexesC1-C7was investigated in ethylene oligomerization and almost all of them were found to be active. The resultant ethylene oligomers were characterized using1H and13C NMR, MALDI-ToF-MS, and GPC. Detailed screening of reaction parameters revealed 100 °C and 40 bars ethylene to be optimal conditions. ComplexC5outperformed other complexes and produced ethylene oligomers with a molecular weight of 1000-1900 g mol?1

Copper-catalyzed oxidative amination and allylic amination of alkenes

Enamines and enamides are useful synthetic intermediates and common components of bioactive compounds. A new protocol for their direct synthesis by a net alkene C-H amination and allylic amination by using catalytic Cu II in the presence of MnO2 is reported. Reactions between N-aryl sulfonamides and vinyl arenes furnish enamides, allylic amines, indoles, benzothiazine dioxides, and dibenzazepines directly and efficiently. Control experiments further showed that MnO2 alone can promote the reaction in the absence of a copper salt, albeit with lower efficiency. Mechanistic probes support the involvement of nitrogen-radical intermediates. This method is ideal for the synthesis of enamides from 1,1-disubstituted vinyl arenes, which are uncommon substrates in existing oxidative amination protocols. A new protocol for the direct synthesis of enamides and allylic amines by oxidative N-H/C-H coupling of N-sulfonylanilines with vinylarenes is presented. The reaction works in both inter- and intramolecular modes and is catalyzed by copper salts by using MnO2 as the stoichiometric oxidant (see scheme). Nitrogen heterocycles including indoles, benzothiazine dioxides, and dibenzazepines can be formed. Copyright

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.

Indolocyclobutane skeleton compound, and synthesis method and application thereof

The invention discloses an indolocyclobutane skeleton compound as well as a synthesis method and application thereof. The indolocyclobutane skeleton compound comprises a compound with a structure as shown in a formula I or a formula II which is described

Palladium-Catalyzed Regioselective Synthesis of 1-Hydroxycarbazoles Under Aerobic Conditions

A palladium-catalyzed aerobic C?H amidation of N-Ts-2-amino-3′-hydroxylbiaryls has been developed to afford a diverse range of 1-hydroxycarbazoles with high regioselectivity and efficiency. This protocol benefits from operational simplicity, robustness, a