129748-56-7

Upstream product

• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 106-93-4 ethylene dibromide 
• 869275-29-6 N-allyl-N-(2-hydroxyethyl)-4-methylbenzenesulfonamide 
• 869275-28-5 N-allyl-N-(ethoxycarbonylmethyl)toluene-4-sulfonamide 
• 10017-11-5 allylammonium chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 86553-37-9 3-methyl-1-tosylpyrrolidine 
• 129748-60-3 N-tosyl-N-(2-nitroethyl)allylamine 
• 129748-73-8 N-tosyltriazolinopiperazine 
• 129748-64-7 N-tosylpyrrolidino<4,3-c>-4',5'-dihydroisoxazole 
• 1352662-85-1 1-(p-toluenesulfonyl)-3-[2-(triisopropylsilyl)ethynyl]pyrrolidine 
• 863418-78-4 N-allyl-N-ethyl-4-methyl-benzenesulfonamide 
• 1353557-81-9 (E)-3-{6-[(tert-butyldimethylsilyl)oxy]hex-2-en-1-yl}-1-tosylpyrrolidine 
• 1421130-50-8 C₁₂H₁₆⁽²⁾HNO₂S 
• 86553-38-0 1-[(4-methylphenyl)sulfonyl]-2-benzylpyrrolidine 

Relevant academic research and scientific papers

Halogenation of primary alcohols using a tetraethylammonium halide/[Et 2NSF2]BF4 combination

The halogenation of primary alcohols is presented. The use of a combination of tetraethylammonium halide and [Et2NSF2]BF4 (XtalFluor-E) allows for chlorination and bromination reactions to proceed efficiently (up to 92% yield) with a wide range of alcohols. Iodination reactions are also possible albeit in lower yields.

Formal Bromine Atom Transfer Radical Addition of Nonactivated Bromoalkanes Using Photoredox Gold Catalysis

Organic transformations mediated by photoredox catalysis have been at the forefront of reaction discovery. Recently, it has been demonstrated that binuclear Au(I) bisphosphine complexes, such as [Au2(μ-dppm)2]X2, are capable of mediating electron transfer to nonactivated bromoalkanes for the generation of a variety of alkyl radicals. The transfer reactions of bromine, derived from nonactivated bromoalkanes, are largely unknown. Therefore, we propose that unique metal-based mechanistic pathways are at play, as this binuclear gold catalyst has been known to produce Au(III) Lewis acid intermediates. The scope and proposed mechanistic overview for the formal bromine atom transfer reaction of nonactivated bromoalkanes mediated by photoredox Au(I) catalysis is presented. The methodology presented afforded good yields and a broad scope which include examples using bromoalkanes and iodoarenes.

Method for hydrogenolysis of halides

The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.

Copper(I)-Catalyzed Stereo- and Chemoselective Borylative Radical Cyclization of Alkyl Halides Bearing an Alkene Moiety

The stereoselective borylative radical cyclization of alkyl halides containing an alkene moiety was developed using a copper(I)/diboron catalyst system. The optimized reaction conditions allowed us to control the chemoselectivity between the allylic substitution and the borylative radical cyclization. The borylation products were subsequently converted to highly functionalized organic compounds by derivatization of the newly formed C-B bond. This borylative radical cyclization offers a novel methodology for the stereoselective synthesis of various heterocyclic compounds.

Light-mediated deoxygenation of alcohols with a dimeric gold catalyst

A new protocol for the reductive deoxygenation of primary alcohols was explored. This photo-mediated method combines a novel approach to bromination of alcohols merged with the powerful reducing capability of [Au2(dppm)2]Cl2 [dppm = 1,1-bis(diphenylphosphino)methane] as a photoredox catalyst. The highly efficient methods discussed are marked by the use of UVA light-emitting diodes, which have significantly reduced reaction times and lowered setup cost.

Copper-catalyzed trifluoromethylation and cyclization of aromatic-sulfonyl-group-tethered alkenes for the construction of 1,2-benzothiazinane dioxide type compounds

A multi-talented system: An efficient copper-catalyzed tandem trifluoromethylation/annulation of an electron-deficient aromatic ring has been developed. This method provides a powerful and straightforward way to synthesize trifluoromethylated 1,2-benzothiazinane dioxides under mild conditions (see scheme). The mechanism was investigated by a series of kinetic experiments and isotopic labeling studies.

Visible-light-mediated conversion of alcohols to halides

The development of new means of activating molecules and bonds for chemical reactions is a fundamental objective for chemists. In this regard, visible-light photoredox catalysis has emerged as a powerful technique for chemoselective activation of chemical bonds under mild reaction conditions. Here, we report a visible-light-mediated photocatalytic alcohol activation, which we use to convert alcohols to the corresponding bromides and iodides in good yields, with exceptional functional group tolerance. In this fundamentally useful reaction, the design and operation of the process is simple, the reaction is highly efficient, and the formation of stoichiometric waste products is minimized.

VERSATILE METHODS OF SYNTHESIS OF 5 TO 8-MEMBERED RING N-HETEROCYCLES VIA INTRAMOLECULAR CYCLOADDITIONS OF ALLYLAMINES

N-Tosylallylamines or homoallylamines were monoalkylated with dibromoalkanes to produce bromoalkylamines 3 or 7.The latter were converted to unsaturated nitro derivatives which, via nitrile oxides, underwent intramolecular cycloaddition to form hetero rin