81589-31-3

Upstream product

• 91-20-3 naphthalene 
• 4083-64-1 Tosyl isocyanate 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 66-77-3 1-naphthaldehyde 
• 1576-37-0 N-benzyl-p-toluenesulfonamide 
• 90-14-2 1-Iodonaphthalene 
• 70-55-3 toluene-4-sulfonamide 
• 13939-06-5 molybdenum hexacarbonyl 
• 127-65-1 chloroamine-T 
• 98-59-9 p-toluenesulfonyl chloride 
• 879-18-5 naphthalene-1-carbonic acid chloride 

Downstream Products

• 1360743-68-5 C₂₇H₂₂N₂O₃S 
• 1379506-13-4 N-tosyl-1-naphthimidoyl chloride 
• 1379505-93-7 C₁₉H₁₇NO₃S 
• 1379506-01-0 C₂₉H₃₁NO₂SSi 
• 1356832-68-2 C₂₆H₂₅NO₇S 
• 1356832-67-1 3-ethoxycarbonyl-3-ethoxycarbonylmethyl-2-tosyl-5,6-benzo isoindolin-1-one 
• 1267588-24-8 C₂₅H₂₅NO₅S 

Relevant academic research and scientific papers

Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides

The chemoselective cleavage of C-N bonds of amides, sulfonamides, and acylsulfonamides by aluminum halides is described. AlCl3and AlI3display complementary reactivities toward N-alkyl and N-acyl moieties. N-Alkylacylsulfonamides, sec

Synthesis of 2-Imidazolines via Palladium-Catalyzed Cyclization Reaction of 2,3-Allenyl Amines and Aryl Iodides

An effective method for the synthesis of polysubstituted 2-imidazoline derivatives via palladium-catalyzed cyclization of 2,3-allenyl amines with aryl iodides is described. This pure domino process allows the formation of new carbon-carbon and carbon-nitrogen bonds in a single synthetic operation.

Ruthenium-Catalyzed Synthesis of Isoindolinones via Amide-Directed Addition of Aromatic C-H Bonds to Aldimines

Ruthenium-catalyzed addition of aromatic C-H bonds to aldimines is described. [RuCl2(p-cymene)]2 functions as an efficient catalyst to promote the coupling of aryl amides with aldimines in the presence of a catalytic amount of base to give the corresponding isoindolinone derivatives. The nature of the substituent at the N-atom of the amides is crucial for the efficient conversion of the substrates, and a p-toluenesulfonyl group is the functionality of choice. A variety of amides and aldimines participated in the present Ru-catalyzed reaction to furnish the corresponding isoindolinones in moderate to high yield.

Site-Selective Arylation of Naphthalenes: a Key Entry towards Extended Fluorenones and Phenanthridinones

The development of an oriented arylation process dedicated to the naphthalene core is presented. Our approach is based on dual role of N-tosyl carboxamides acting jointly as a directing group in a first C–H arylation step and as a “CO” or “CO–NH” fragment

Efficient synthesis of carbon-11 labelled acylsulfonamides using [11C]CO carbonylation chemistry

Herein, a novel method for carbon-11 labeling of acyl sulfonamides by a one-step insertive [11C]CO carbonylative cross-coupling reaction between aryl halides and sulfonamides is presented. Various model compounds as well as drug molecules LY573636 (tasisulam) and ABT-199 were obtained in excellent yields. This method provides a valuable and widely applicable contribution to the continuously expanding radiochemical toolbox for PET research.

Efficient synthesis of α-tertiary α-silylamines from aryl sulfonylimidates via one-pot, sequential C-Si/C-C bond formations

An efficient and flexible route for the synthesis of α-tertiary (α,α-dibranched) α-silylamines via sequential reactions of sulfonylimidates using readily available phenyldimethylsilyllithium and Grignard reagents is described. The procedure allows successive formation of C-Si/C-C bonds in a single flask.

Iron-catalyzed nitrene insertion reaction for facile construction of amide compounds

A facile method for the construction of amide compounds from aldehydes by an iron-catalyzed nitrene insertion reaction has been developed. Both aryl and aliphatic aldehydes can directly afford the corresponding amides with an iron(II)-terpyridine (tpy) complex formed in situ as catalyst, and PhI=NTs as nitrogen source under mild reaction conditions. An ESI-MS study revealed the formation of [Fe(tpy)NTs)]+ as a reaction intermediate. Georg Thieme Verlag Stuttgart - New York.

Iron(II)-catalyzed amidation of aldehydes with iminoiodinanes at room temperature and under microwave-assisted conditions

A method for the amidation of aldehydes with PhI=NTs/PhI=NNs as the nitrogen source and an inexpensive iron(II) chloride + pyridine as the in situ formed precatalyst under mild conditions at room temperature or microwave assisted conditions is described. The reaction was operationally straightforward and accomplished in moderate to excellent product yields (20-99%) and with complete chemoselectivity with the new C-N bond forming only at the formylic C-H bond in substrates containing other reactive functional groups. By utilizing microwave irradiation, comparable product yields and short reaction times of 1 h could be accomplished. The mechanism is suggested to involve insertion of a putative iron-nitrene/imido group to the formylic C-H bond of the substrate via a H-atom abstraction/radical rebound pathway mediated by the precatalyst [Fe(py)4Cl2] generated in situ from reaction of FeCl 2 with pyridine.

N -acylsulfonamide assisted tandem C-H olefination/annulation: Synthesis of isoindolinones

A tandem C-H olefination/annulation sequence directed by N-acylsulfonamides affords a variety of isoindolinones. This transformation is compatible with aliphatic alkenes as well as conjugated alkenes. Notably, molecular oxygen can be used as the sole, eco-friendly oxidant.(Figure Presented)

Practical copper(I)-catalysed amidation of aldehydes

The direct synthesis of amides by insertion into the C-H bond of aldehydes is shown to be a practical procedure through application of cheap, readily available catalysts generated in situ from copper(i) halides and pyridine. The Royal Society of Chemistry 2010.