1150-31-8

Upstream product

• 111-66-0 oct-1-ene 
• 127-65-1 chloroamine-T 
• 3248-78-0 trioctylborane 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 68820-09-7 4-Methyl-N-(2-phenylselanyl-octyl)-benzenesulfonamide 
• 111-86-4 n-Octylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 111-87-5 octanol 
• 70-55-3 toluene-4-sulfonamide 
• 108-98-5 thiophenol 
• 29281-83-2 4-methylbenzensulphonamide potassium salt 
• 7438-05-3 1-azidooctane 

Downstream Products

• 2066-30-0 2-butyl-1-tosylpyrrolidine 
• 142-95-0 n-octylamine hydrochloride 
• 111-86-4 n-Octylamine 
• 1414850-55-7 4-methyl-N-octyl-N-(phenylethynyl)benzenesulfonamide 
• 84200-47-5 N-octyl-N-hexadecyl-p-toluenesulfonamide 
• 124920-21-4 N-(1-Dimethoxymethyl-heptyl)-4-methyl-benzenesulfonamide 

Relevant academic research and scientific papers

ROMP-generated oligomeric sulfonyl chlorides as versatile soluble scavenging agents.

[reaction: see text] A new method for homogeneous nucleophilic scavenging employing oligomeric sulfonyl chloride (OSC) reagents is described. The method utilizes OSC to rapidly scavenge a variety of amines that are present in excess. The OSC reagents are generated from ROM polymerization of 2-chlorosulfonyl-5-norbornene utilizing the second generation Grubbs catalyst to produce oligomers of varying size as stable, free-flowing powders. Following the scavenging event, these oligomers are precipitated with ethyl acetate leaving products in excellent yield and purity.

Copper-Catalyzed, N-Directed Csp3-H Trifluoromethylthiolation (-SCF3) and Trifluoromethylselenation (-SeCF3)

A direct and versatile copper-catalyzed trifluoromethylthiolation and trifluoromethylselenation of primary, secondary, and tertiary aliphatic C-H bonds was developed. The reaction provides direct access to molecules containing these emerging moieties in the presence of a wide range of common functional groups and in complex molecular environments.

A general method for site-selective Csp3-S bond formation: Via cooperative catalysis

Herein, we report a copper-catalysed site-selective thiolation of Csp3-H bonds of aliphatic amines. The method features a broad substrate scope and good functional group compatibility. Primary, secondary, and tertiary C-H bonds can be converted into C-S bonds with a high efficiency. The late-stage modification of biologically active compounds by this method was also demonstrated. Furthermore, the one-pot preparation of pyrrolidine or piperidine compounds via a domino process was achieved.

Transition-Metal-Free One-Step Synthesis of Ynamides

A robust transition-metal-free one-step strategy for the synthesis of ynamides from sulfonamides and (Z)-1,2-dichloroalkenes or alkynyl chlorides is presented. This method is not only effective for internal ynamides but also amenable for terminal ynamides. Various functional groups, even the vinyl moiety, are compatible, and thus, this strategy offers the opportunity for further functionalization.

Aqueous MW eco-friendly protocol for amino group protection

In this paper a new catalyst-free and on-water method for protection of amines and amino acids with di-tert-butyl dicarbonate, 9-fluorenylmethoxycarbonyl chloride, acetyl chloride and tosyl chloride is presented. The protection can be realized in a few minutes under microwave-assistance. The reaction proved to be chemoselective in presence of ambident nucleophiles and water solution of di-tert-butyl carboxylic acid or chloride acid are the only wastes produced.

Highly efficient one-pot synthesis of N-alkyl sulfonamides from alcohols using N-(p-toluenesulfonyl) imidazole (Tsim)

A facile and efficient method for one-pot synthesis of N-alkyl sulfonamides from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this protocol, treatment of various potassium sulfonylamide salts and alcohols in the presence of TsIm and triethylamine in refluxing DMF furnishes the corresponding N-alkyl sulfonamides in good to excellent yields. This methodology is highly efficient for reaction of various structurally diverse primary and secondary alcohols as well as potassium sulfonylamides. Also, the density functional theoretical calculations are employed to mechanistically study this protocol. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional text and figures.]

Simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols

"Chemical Equation Presented" A simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols based on a catalytic hydrogen transfer reaction has been developed under a low catalyst loading of [Cp*lrCl2]2 (0.050-1.5 mol %) in the presence of t-BuOK. A variety of N-alkylated sulfonamides were prepared In good to excellent yields. Mechanistic investigations revealed that the key catalytic species in the present system is a sulfonylimido-bridged unsaturated diirldium complex [(Cp*lr)2(μ-NTs)2].

Air-stable trialkylphosphonium salts: simple, practical, and versatile replacements for air-sensitive trialkylphosphines. Applications in stoichiometric and catalytic processes.

Trialkylphosphines furnish unusual, sometimes unique, reactivity in a range of transformations. Unfortunately, their utility is compromised by their sensitivity to oxidation. We have examined a simple but powerful strategy for addressing this problem: convert air-sensitive trialkylphosphines into air-stable phosphonium salts via protonation on phosphorus. These robust salts serve as direct replacements for the corresponding phosphines (simple deprotonation under the reaction conditions by a Bronsted base liberates the trialkylphosphine) in a diverse set of applications. [reaction: see text]

Reductive deprotection of allyl, benzyl and sulfonyl substituted alcohols, amines and amides using a naphthalene-catalysed lithiation

The reaction of different protected alcohols, amines and amides with lithium and a catalytic amount of naphthalene (4 mol %) in THF at low temperature leads to their deprotection under very mild reaction conditions, the process being in many cases chemoselective.

Reaction of [N-(p-toluenesulfonyl)imino]phenyliodinane with trialkylboranes: Transformation of a boron-carbon bond into a nitrogen-carbon bond

N-Toluenesulfonyl protected primary amines were obtained in good to excellent yield by reaction of [N-(p-toluenesulfonyl)imino]phenyliodinane with trialkylboranes.