208335-95-9

Upstream product

• 821-09-0 n-Pent-4-enyl alcohol 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 1119-51-3 bromopentene 
• 70-55-3 toluene-4-sulfonamide 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 406179-89-3 N-ethynyl-N-(pent-4-enyl)-p-toluenesulfonamide 
• 406179-99-5 N-(2,2-dichlorovinyl)-N-(pent-4-enyl)-p-toluenesulfonamide 
• 691899-48-6 2-(toluene-4-sulfonyl)-2-aza-bicyclo[4.2.0]oct-1⁽⁶⁾-ene 
• 1414335-89-9 C₁₆H₂₃NO₅S 
• 1602830-85-2 N-(4-chlorobut-2-yn-1-yl)-N-(pent-4-en-1-yl)p-toluenesulfonamide 
• 1602829-55-9 N-(4-chlorobut-2-yn-1-yl)-N-(4-oxopentyl)p-toluenesulfonamide 
• 1602829-87-7 4-methyl-1-tosyl-3-vinylideneazepan-4-ol 
• 6435-79-6 2-methyl-1-[(4-methylphenyl)sulfonyl]-pyrrolidine 
• 1609653-27-1 N-tosyl-2-(2,2,2-trifluoroethyl)pyrrolidine 
• 883236-68-8 N-p-toluenesulfonyl-2-(2-phenylethyl)-3-pyrroline 

Relevant academic research and scientific papers

A Radical-Initiated Fragmentary Rearrangement Cascade of Ene-Ynamides to [1,2]-Annulated Indoles via Site-Selective Cyclization

Straightforward access to [1,2]-annulated indoles, key substructures in natural products, is highly desirable yet challenging. Herein, a radical triggered fragmentary cyclization cascade reaction of ene-ynamides is presented, providing a rapid access into [1,2]-annulated indoles by an intermolecular radical addition, intramolecular cyclization, desulfonylative aryl migration, and site-selective C(sp2)-N cyclization sequence. DFT calculations support oxidation of N-centered radical species to cations prior to the C-N bond formation, followed by an unusual aza-Nazarov cyclization.

CpTiCl2-Catalyzed Cross-Coupling between Internal Alkynes and Ketones: A Novel Concept in the Synthesis of Halogenated, Conjugated Dienes

A novel concept for the synthesis of halogenated, conjugated dienes is disclosed: the CpTiCl2-catalyzed coupling of keto-alkynes, in the presence of Me3SiBr/Et3N?HBr. This reaction provided five-, six-, and seven-membered

Synthetic efforts toward the Lycopodium alkaloids inspires a hydrogen iodide mediated method for the hydroamination and hydroetherification of olefins

Progress toward the total syntheses of a diverse set of fawcettimine-type Lycopodium alkaloids via a "Heathcock-type" 6-5-9 tricycle is disclosed. This route features an intermolecular Diels-Alder cycloaddition to rapidly furnish the 6-5-fused bicycle and a highly chemoselective directed hydrogenation to build the azonane fragment. While conducting these synthetic studies, trimethylsilyl iodide was found to effect a hydroamination reaction to furnish the tetracyclic core of serratine and related natural products. This observation has been expanded into a general method for the room temperature hydroamination of unactivated olefins with tosylamides utilizing catalytic "anhydrous" HI (generated in situ from trimethylsilyl iodide and water). The presence of the iodide anion is critical to the success of this Bronsted acid catalyzed protocol, possibly due to its function as a weakly coordinating anion. These conditions also effect the analogous hydroetherification reaction of alcohols with unactivated olefins.

Ti-catalyzed straightforward synthesis of exocyclic allenes

Exocyclic allenes constitute useful building blocks in organic synthesis and have recently been identified as key intermediates in the synthesis of natural products. Here the first general method for the most straightforward synthesis of exocyclic allenes

Efficient copper-catalyzed direct intramolecular aminotrifluoromethylation of unactivated alkenes with diverse nitrogen-based nucleophiles

A mild, convenient, and step-economical intramolecular aminotrifluoromethylation of unactivated alkenes with a variety of electronically distinct, nitrogen-based nucleophiles in the presence of a simple copper salt catalyst, in the absence of extra ligand

Palladium- and ruthenium-catalyzed cycloisomerization of enynamides and enynhydrazides: A rapid approach to diverse azacyclic frameworks

I want to ride my azacycle: The title reaction of enynamides affords a wide diversity of azacycles. The reactions are high-yielding, highly stereoselective, and proceed rapidly under mild reaction conditions. Equivalent transformations using enynhydrazides offer new routes to pyrazole and indazole scaffolds. Boc=tert-butoxycarbonyl, EWG=electron-withdrawing group, Ns=4-nitrobenzenesulfonyl, Ts=4-toluenesulfonyl. Copyright

Reconciling the stereochemical course of nucleopalladation with the development of enantioselective wacker-type cyclizations

A stereochemical substrate probe was used to assess the factors that affect the stereochemical course of nucleopalladation in the context of an enantioselective Wacker-type reaction. The enantioselectivity correlates directly with the nucleopalladation pathway, and both the neutral-donor and anionic ligands on palladium are capable of controlling selectivity for cis- or trans-nucleopalladation (see scheme; TFA=trifluoroacetate). Copyright

Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles

Asymmetric copper-catalyzed allylic substitution with methylmagnesium bromide is employed in combination with ring-closing olefin metathesis or ene - yne metathesis to achieve the synthesis of chiral, unsaturated nitrogen heterocycles. The resulting six-

Intramolecular anodic olefin coupling reactions and the synthesis of cyclic amines

Anodic olefin coupling reactions using a tosylamine trapping group have been studied. The cyclizations are favored by the use of a less-polar radical cation and more basic reaction conditions. The most significant factor for obtaining good yields of cyclic product is the use of the more basic reaction conditions. However, a number of factors including the nature of both the solvent and the electrolyte used can influence the yield of the cyclizations. The cyclizations allow for the rapid synthesis of both substituted proline and pipecolic acid type derivatives.

Gold-catalyzed intramolecular aminoarylation of alkenes: C-C bond formation through bimolecular reductive elimination

(Chemical equation presented) Gold-ilocks and the 3 mol% catalyst: Bimetallic gold bromides allow the room temperature aminoarylation of unactivated terminal olefins with aryl boronic acids using Selectfluor as an oxidant. A catalytic cycle involving gold (I)/gold(III) and a bimolecular reductive elimination for the key C-C bond-forming step is proposed, dppm= bis(diphenylphosphanyl) methane.