3634-89-7

Usage

Uses

1-(P-TOSYL)AZIRIDINE is used as a reagent for beta-aminoethylation. This application is due to its ability to react with various nucleophiles, leading to the formation of beta-aminoethylated products. This reaction is particularly useful in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Used in Chemical Synthesis:
1-(P-TOSYL)AZIRIDINE is used as a reagent for the chemical fixation of carbon dioxide via ring expansion reaction under atmospheric pressure. This application is significant as it provides a sustainable and environmentally friendly method for converting carbon dioxide, a potent greenhouse gas, into valuable chemical products. The ring expansion reaction allows for the incorporation of carbon dioxide into the molecular structure of various organic compounds, thereby reducing the overall carbon footprint of the chemical industry.

Upstream product

• 151-56-4 ethyleneimine 
• 98-59-9 p-toluenesulfonyl chloride 
• 4556-90-5 N-(2-bromo-ethyl)-4-methyl-benzenesulfonamide 
• 141-43-5 ethanolamine 
• 82125-95-9 4-methyl-N-(3-oxobutyl)benzenesulfonamide 
• 870-24-6 2-chloroethanamine hydrochloride 
• 3981-23-5 N-(2-Iodethyl)-p-toluolsulfamid 
• 941-69-5 N-phenyl-maleimide 
• 6367-75-5 2-(tosylamino)ethyl p-toluenesulfonate 
• 14316-14-4 N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 247129-85-7 (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate 
• 74-85-1 ethene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 92265-41-3 1,4,8,11-tetrakis(2-p-toluenesulfonamidoethyl)-1,4,8,11-tetraazacyclotetradecane 
• 86658-78-8 N-tosyl tryptamine 
• 114364-72-6 N-<2-(1H-Indol-1-yl)ethyl>-p-toluolsulfonamid 
• 115960-85-5 N-[2-(2-Hydroxy-6-oxo-cyclohex-1-enyl)-ethyl]-4,N-dimethyl-benzenesulfonamide 
• 161646-90-8 N-((4R,5R)-4-Ethyl-5-hydroxy-8-methyl-non-8-enyl)-4-methyl-benzenesulfonamide 
• 171362-48-4 N-(2-Cyclopenta-1,4-dienyl-ethyl)-4-methyl-benzenesulfonamide 
• 168908-04-1 4-Methyl-N-[2-(3-oxo-cyclopent-1-enyl)-ethyl]-benzenesulfonamide 
• 144318-24-1 4-Methyl-N-[2-(3-oxo-cyclohex-1-enyl)-ethyl]-benzenesulfonamide 
• 215923-82-3 N-[2-(8-Chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-ethyl]-4-methyl-benzenesulfonamide 
• 2619-22-9 N-(β-cyanoethyl)-p-toluenesulfonamide 
• 261912-63-4 N-(2-azidoethyl)-4-methylbenzenesulfonamide 
• 168324-42-3 C₃₁H₄₃N₅O₆S₃ 

Relevant academic research and scientific papers

Phospha-Michael addition reaction of maleimides employing N-heterocyclic phosphine-thiourea as a phosphonylation reagent: synthesis of 1-aryl-2,5-dioxopyrrolidine-3-yl-phosphonate derivatives

N-Heterocyclic phosphine (NHP)-thiourea as a novel phosphonylation reagent has been successfully applied for the phospha-Michael reaction of maleimides under catalyst and additive free reaction conditions. This methodology enables desymmetrization of a variety of maleimide derivatives to provide 1-aryl-2,5-dioxopyrrolidine-3-yl-phosphonates in up to 92% yield. Synthetic manipulation of this Michael adduct afforded an ethylphosphonate and a phosphino lactam. Furthermore, a scale-up experiment for its practical usage as a versatile precursor in organic synthesis was readily demonstrated.

N,O-ditosylethanolamine as effective reagent for the synthesis of heterocyclic tertiary amine salts

During the synthesis of N-tosylaziridine, two unexpected products were isolated: 1-(2-(p-tolylsulfonamido)ethyl)pyridinium p-tolylsulfonate (3) and N,N,O-tri-(p-tolylsulfonyl)ethanolamine (3a). The structures of 3 and 3a were investigated in solid state b

Titanium(IV) Complexes Based on Tridentate N,N,O Ligands - Synthesis, Structure, and Thermal Decomposition

New tridentate N,N,O-type ligands MeN(CH2CH2NHTs)(CH2CR2OH) [Ts = tosyl; R = H, 6, (N,N,OH)H2; R = Ph, 7 (N,N,OPh)H2] were prepared. The corresponding diisopropoxide c

Complexes and Ligands

The present application provides ligands and fluorescent or luminescent complexes comprising these ligands.

Syntheses and crystal structures of Ni(II) complexes with pyridine-based macrocyclic ligands

Three pyridine-based macrocyclic ligands, two containing one pyridine pendant arm (L1 and L2) and one containing piperazine rings in the macrocyclic scaffold (L3), with an increasing size of the macrocycle from 12-, 14- to 30-membered ring for L1–L3 were synthesized and characterized. A series of Ni(II) complexes with all these ligands, with molecular formulas [NiL1(CH3OH)](ClO4)2 (1), [NiL2(CH3CN)](ClO4)2 (2), and [Ni2L3(DMF)2(CH3CN)2](ClO4)4 (3) (DMF = N,N–dimethylformamide), was prepared and thoroughly characterized. Single crystal X-ray structural analysis confirmed that all the complexes have a coordination number of six and their geometries are close to octahedral. In the case of the mononuclear complexes 1 and 2, all the nitrogen atoms of the macrocycle are coordinated, however, in the dinuclear complex 3 with the piperazine-based ligand L3, two nitrogen donor atoms (of the total number of ten) are uncoordinated. The first coordination spheres of all the complexes are completed by solvent molecules. The values of effective magnetic moments, determined by the Evans method in solution, are 3.12, 3.19 and 4.36 μB for complexes 1, 2 and 3, respectively, which correspond well to the theoretical spin-only values.

Bright and stable luminescent probes for target engagement profiling in live cells

The pace of progress in biomedical research directly depends on techniques that enable the quantitative interrogation of interactions between proteins and other biopolymers, or with their small-molecule ligands. Time-resolved F?rster resonance energy transfer (TR-FRET) assay platforms offer high sensitivity and specificity. However, the paucity of accessible and biocompatible luminescent lanthanide complexes, which are essential reagents for TR-FRET-based approaches, and their poor cellular permeability have limited broader adaptation of TR-FRET beyond homogeneous and extracellular assay applications. Here, we report the development of CoraFluors, a new class of macrotricyclic terbium complexes, which are synthetically readily accessible, stable in biological media and exhibit photophysical and physicochemical properties that are desirable for biological studies. We validate the performance of CoraFluors in cell-free systems, identify cell-permeable analogs and demonstrate their utility in the quantitative domain-selective characterization of Keap1 ligands, as well as in isoform-selective target engagement profiling of HDAC1 inhibitors in live cells. [Figure not available: see fulltext.]

Identifying new lead structures to enhance tolerance towards drought stress via high-throughput screening giving crops a quantum of solace

Novel synthetic lead structures interacting with RCAR/(PYR/PYL) receptor proteins were identified based on the results of a high-throughput screening campaign of a large compound library followed by focused SAR studies of the three most promising hit clusters. Whilst indolinylmethyl sulfonamides 8y,z and phenylsulfonyl ethylenediamines 9y,z showed strong affinities for RCAR/ (PYR/PYL) receptor proteins in wheat, thiotriazolyl acetamides 7f,s exhibited promising efficacy against drought stress in vivo (wheat, corn and canola) combined with confirmed target interaction in wheat and arabidopsis thaliana. Remarkably, binding affinities of several representatives of 8 and 9 were on the same level or even better than the essential plant hormone abscisic acid (ABA).

Diastereoselective Desymmetrization of p-Quinamines through Regioselective Ring Opening of Epoxides and Aziridines

A highly diastereoselective desymmetrization of p-quinamines via regioselective ring opening of epoxides and aziridines under mild conditions has been developed. A chairlike six-membered transition state with minimized 1,3-diaxial interactions explains the relative stereoselectivity of the cyclization reaction. This transition-metal free [3 + 3] annulation reaction provides rapid access to fused bicyclic morpholines and piperazines with a tetrasubstituted carbon center in high yields. In addition, it also allows the synthesis of enantioenriched products by using easily accessible chiral nonracemic epoxides and aziridines.

Novel methinic functionalized and dendritic C-scorpionates

The study of chelating ligands is undoubtedly one of the most significant fields of research in chemistry. The present work is directed to the synthesis of new functionalized derivatives of tripodal C-scorpionate compounds. Tris-2,2,2-(1-pyrazolyl)ethanol, HOCH2C(pz)3 (1), one of the most important derivatives of hydrotris(pyrazolyl)methane, was used as a building block for the synthesis of new functionalized C-scorpionates, aiming to expand the scope of this unexplored class of compounds. The first dendritic C-scorpionate was successfully prepared and used in the important industrial catalytic reactions, Sonogashira and Heck C-C cross-couplings.

Modular One-Step Three-Component Synthesis of Tetrahydroisoquinolines Using a Catellani Strategy

Reported is a modular one-step three-component synthesis of tetrahydroisoquinolines using a Catellani strategy. This process exploits aziridines as the alkylating reagents, through palladium/norbornene cooperative catalysis, to enable a Catellani/Heck/aza-Michael addition cascade. This mild, chemoselective, and scalable protocol has broad substrate scope (43 examples, up to 90 % yield). The most striking feature of this protocol is the excellent regioselectivity and diastereoselectivity observed for 2-alkyl- and 2-aryl-substituted aziridines to access 1,3-cis-substituted and 1,4-cis-substituted tetrahydroisoquinolines, respectively. Moreover, this is a versatile process with high step and atom economy.