81097-32-7

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 2695-47-8 6-Bromo-1-hexene 
• 64818-36-6 5-hexenyl methanesulfonate 
• 1720-37-2 2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran 
• 928-89-2 6-chlorohexene 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 821-41-0 5-Hexen-1-ol 
• 259874-75-4 N-[(Z)-6-dimethyl-(1-phenylethyl)silyl-5-hexenyl]-p-toluenesulfonamide 
• 259874-73-2 N-((Z)-6-benzyldimethylsilyl-5-hexenyl)-p-toluenesulfonamide 
• 270079-12-4 N-Hex-5-enyl-N-(4-tolylsulfonyl)-2,2,2-trichloroacetamide 
• 34825-70-2 hex-5-en-1-amine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 63587-57-5 2-methyl-1-(toluene-4-sulfonyl)-piperidine 
• 124920-12-3 2-ethyl-1-(toluene-4-sulfonyl)-pyrrolidine 
• 1221972-10-6 (2E)-7-{[(4-methylphenyl)sulfonyl]amino}hept-2-en-1-yl acetate 
• 1221972-09-3 (2E)-1-methyl-7-{[(4-methylphenyl)sulfonyl]amino}hept-2-en-1-yl acetate 
• 1221972-08-2 (2E)-7-{[(4-methylphenyl)sulfonyl]amino}-1-phenylhept-2-en-1-yl acetate 
• 1269774-77-7 1-(4-methylphenylsulfonyl)-2-nitromethylpiperidine 
• 1394313-50-8 (E)-N-(7-hydroxy-7,7-diphenylhept-5-enyl)-4-methylbenzenesulfonamide 
• 1394313-68-8 2-(2,2-diphenylvinyl)-1-tosylpiperidine 
• 1393712-27-0 C₁₇H₂₄Cl₃NO₄S 
• 1254183-04-4 N-ethynyl-N-(hex-5-enyl)-4-methylbenzenesulfonamide 
• 60343-64-8 [1-(toluene-4-sulfonyl)piperidin-2-yl]methanol 

Relevant academic research and scientific papers

Synthetic Studies of Haliclonin A: Construction of the 3-Azabicyclo[33.1]nonane Skeleton with a Bridge that Forms the 17-Membered Ring

The core structure of haliclonin A, a 3-azabicyclo[3.3.1]nonane with a bridge that forms a 17-membered ring, was constructed. The synthesis features a ring-closing metathesis that constructs the macrocyclic ring, the stereoselective introduction of carbon units via the intramolecular cyclopropanation of a diazoester, the conjugate addition of an organocopper reagent, and the formation of 3-azabicyclo [3.3.1] nonane skeleton via an unexpected 1,5-hydride shift.

Practical Synthesis of Halogenated N-Heterocycles via Electrochemical Anodic Oxidation of Unactivated Alkenes

A general and efficient intramolecular halo-amination of unactivated alkenes for the synthesis of various halogenated N-heterocycles was developed via electrochemical anodic oxidation. This protocol proceeds in a simple undivided cell by employing LiI or LiBr as redox mediums and halogen sources. A wide range of halogenated N-heterocycles, including three-, five-, and six-membered N-heterocycles were constructed in moderate to good yields at room temperature. Notably, this electrochemical oxidative transformation avoids the utilization of external oxidants and strong bases, therefore represents an environmentally benign approach.

Rhodium(III)-Catalyzed Synthesis of Skipped Enynes via C(sp3)–H Alkynylation of Terminal Alkenes

The RhIII-catalyzed allylic C?H alkynylation of non-activated terminal alkenes leads selectively to linear 1,4-enynes at room-temperature. The catalytic system tolerates a wide range of functional groups without competing functionalization at other positions. Similarly, the vinylic C?H alkynylation of α,β- and β,γ- unsaturated amides gives conjugated Z-1,3-enynes and E-enediynes.

Copper-Catalyzed Carbonylative Synthesis of β-Homoprolines from N-Fluoro-sulfonamides

A new methodology for the carbonylative transformation of N-fluoro-sulfonamides into N-sulfonyl-β-homoproline esters has been described. In the presence of a catalytic amount of Cu(OTf)2, a range of β-homoproline derivatives were prepared in moderate to good yield. The reaction proceeds via the intramolecular cyclization and intermolecular carbonylation of a free carbon radical. Notably, this procedure offers the possibility to build potential functionalized bioactive molecules.

Iron-Catalyzed Synthesis of α-Dienyl Five- and Six-Membered N-Heterocycles

The iron-catalyzed synthesis of α-dienyl N-heterocycles is reported. The method is cost-effective, atom-economic, and led to a range of substituted α-dienyl heterocycles in moderate to good yields and diastereoselectivities. The α-dienyl piperidines are key synthetic intermediates as demonstrated by the preparation of a panel of α-polyenyl N-heterocycles.

A practical, catalytic and selective deprotection of a Boc group in N,Na?2-diprotected amines using iron(III)-catalysis

A selective, catalytic and practical method for removing a Boc group from several N,Na?2-diprotected amino acids and amine derivatives using iron(III) salts as sustainable catalysts is described. The process is clean, not needing a purification step. A th

Ring-closing metathesis of vinyl fluorides towards α-fluorinated α,β-unsaturated lactams and lactones

Ring-closing olefin metathesis reactions (RCM) using Grubbs II or Hoveyda's catalysts have been applied to a series of N-alkenyl-N-benzyl-α-fluoroacrylamides. α-Fluoro-α,β-unsaturated γ- or δ-lactams incorporating a fluorinated double bond were obtained in moderate to good yields, depending on the nature of substituents on the benzyl ring. The corresponding seven- and eight-membered lactams were not formed under similar conditions. When the N-benzyl group was replaced by an N-tosyl group, the corresponding ε-lactam was also formed in 38% yield. When N-(2-fluoroallyl) derivatives were used instead of fluoroacryloyl derivatives, six-, seven-, and eight-membered N-heterocycles were obtained in low yields. This method was also used to synthesize fluorinated α,β-unsaturated analogues of pyrrolizidine and indolizidine alkaloids from prolinol, and also to synthesize N-benzyl-3-fluoroquinolone in three steps from commercially available 2-vinylaniline in 44% overall yield. Also 3-fluorocoumarin and 3-fluorochromene were prepared from ovinylphenol, and 3-fluoro-benzoxepine was available from o-allylphenol.

Chemoselective alkynylation of N-sulfonylamides versus amides and carbamates-Synthesis of tetrahydropyrazines

The chemoselective alkynylation of N-sulfonylamides versus amides and carbamates using TMS-EBX as an alkynylating agent leads to the formation of non-symmetrical tetrahydropyrazines from orthogonally protected diamines. The Royal Society of Chemistry 2013

Rhodium(iii)-catalyzed allylic C-H bond amination. Synthesis of cyclic amines from ω-unsaturated N-sulfonylamines

For the first time, intramolecular allylic amination was conducted using rhodium(iii) according to an "inner-sphere" type mechanism with amines activated by only one electron-withdrawing group. The activation of C(sp 3)-H bonds was chemoselective and allows the access to a variety of substituted cyclic amines such as pyrrolidines and piperidines.

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.