99879-61-5

Upstream product

• 109-06-8 α-picoline 
• 98-59-9 p-toluenesulfonyl chloride 
• 55962-05-5 4-methyl-N-[(E)-phenyl-λ³-iodanylidene]benzenesulfonamide 
• 120590-21-8 CH₃O₃S^(1-)*C₆H₉N₂⁽¹⁺⁾ 
• 39996-42-4 1-amino-2-methylpyridinium mesitylenesulfonate 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 1274906-16-9 N-(6-(tert-butyldimethylsilyloxy)-1-(2-oxooxazolidin-3-yl)hex-2-enylidene)-4-methylbenzenesulfonamide 
• 69915-00-0 3-Methyl-1-(4-methylphenylsulfonyl)-1H-1,2-diazepin 

Relevant academic research and scientific papers

Regiodivergent Conversion of Alkenes to Branched or Linear Alkylpyridines

Herein we report a practical protocol for the visible-light-induced regiodivergent radical hydropyridylation of unactivated alkenes using pyridinium salts. This approach provides a unified synthetic platform to control the regioselectivity of the synthesis of linear or branched C4-alkylated pyridines. A remarkable selectivity switch from the anti-Markovnikov to the Markovnikov product can be achieved by the addition of tetrabutylammonium bromide. The versatility of this protocol is further demonstrated based on the late-stage functionalization in pharmaceuticals.

Aryne [3 + 2] cycloaddition with N-sulfonylpyridinium imides and in situ generated N-sulfonylisoquinolinium imides: A potential route to pyrido[1,2-b]indazoles and indazolo[3,2-a]isoquinolines

The aryne [3 + 2] cycloaddition process with pyridinium imides breaks the aromaticity of the pyridine ring. By equipping the imide nitrogen with a sulfonyl group, the intermediate readily eliminates a sulfinate anion to restore the aromaticity, leading to the formation of pyrido[1,2-b]indazoles. The scope and limitation of this reaction are discussed. As an extension of this chemistry, N-tosylisoquinolinium imides, generated in situ from N′-(2-alkynylbenzylidene)-tosylhydrazides via an AgOTf-catalyzed 6-endo-dig electrophilic cyclization, readily undergo aryne [3 + 2] cycloaddition to afford indazolo[3,2-a]-isoquinolines in the same pot, offering a highly efficient route to these potential anticancer agents.

Gold-catalyzed nitrene transfer to activated alkynes: Formation of α,β-unsaturated amidines

A gold-catalyzed intermolecular nitrene transfer to alkynes was developed for the first time, revealing a new mode of nitrene transfer and providing a novel access to versatile α-imino metal carbenes. Various mild nitrene-transfer reagents were examined, and iminopyridium ylides especially those based on 3,5-dichloropyridine proved be highly effective. With activated alkynes such as N-alkynyloxazolidinones as substrates, α,β- unsaturated amidines were formed in mostly good yields.

Ruthenium(II)-porphyrin catalyzed selective N-imidation of aromatic nitrogen heterocycles

Ruthenium(II)-porphyrin (0.5 mol%) catalyzed N-imidations of aromatic nitrogen heterocycles with phenyl(tosylimino)iodinane under mild conditions were achieved in good yields (94%). The effects of substituent, catalyst, temperature, and solvent on the re

Copper-catalyzed imination of pyridines using PhI=NTs as nitrene precursor

The reaction of PhI=NTs with pyridines in the presence of a catalytic amount of Cu(II) triflate afforded the corresponding p-tolylsulfonyliminopyridinium ylides in excellent yields.

Chemospecificity and Regioselectivity during Cycloaddition Reactions of Diazoalkanes with 1H-1,2-Diazepines

1H-1,2-Diazepines 1 react in a chemospecific way, but only regioselectively, at the 4-double bond with diazoalkanes to form "direct" and "inverse" pyrazolinodiazepines (3, 4, 6-21).A dramatic rate increase is observed when going from diazomethane to diazo