5464-64-2

Usage

InChI:InChI=1/C6H4ClNOS/c7-5-3-1-2-4-6(5)8-10-9/h1-4H

Upstream product

• 95-51-2 o-chloroaniline 
• 187835-89-8 Trichloro-methanesulfinic acid (2-chloro-phenyl)-amide 
• 187835-85-4 N-(2-Chloro-phenyl)-S-trichloromethyl-thiohydroxylamine 

Downstream Products

• 2740-81-0 2-chlorophenylisothiocyanate 
• 100170-77-2 2-(2-chloro-phenyl)-1-oxo-4,4-diphenyl-1λ⁴-[1,2]thiazetidin-3-one 
• 1344679-95-3 (1S,4R)-N-(2-chlorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide 
• 1344679-96-4 (1R,4S)-N-(2-chlorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide 
• 105896-40-0 N-(2-chlorophenyl)ethenesulfinamide 

Relevant academic research and scientific papers

N-heterocyclic carbene catalysis: Enantioselective formal [2+2] cycloaddition of ketenes and N-sulfinylanilines

Sultam of swing: Both enantiomers of 1,2-thiazetidin-3-one oxides were obtained in very good yields with excellent enantioselectivities when using N-heterocyclic carbene catalysts (see scheme; M.S.=molecular sieves, TBS=tert-butyldimethylsilyl). The products were easily converted into 3-oxo-β-sultams, α-mercapto amides, and β-mercapto amines through oxidation or reduction. Copyright

A-new synthesis of N-sulfinylamines via β-elimination of chloroform from trichloromethanesulfinamides

The synthesis of various N-monosubstituted trichloromethanesulfinamides by two alternative and novel procedures is described. All these compounds have been found to undergo base-induced elimination of chloroform with formation of the corresponding N-sulfinylamines. Reaction proceeds smoothly under mild conditions.

Substituted N-aryl alk-1-enesulfinamides: Preparation, properties and conversion into the corresponding indole compounds [1]

Reaction of vinylic organometallic derivatives with N-sulfinyl arenamines 2 affords the title sulfinamides 3. On heating their solutions in selected solvents to 80-124 °C, these sulfinamides are converted into the corresponding indoles 6, probably via a [3.3]-sigmatropic rearrangement to intermediates VIII which undergo an intramolecular carbophilic reaction of the nitrogen atom with the neighboring sulfine group, followed by elimination of HSOH. The triethyloxonium tetrafluoroborate- or boron trifluoride etherate catalyzed conversion 3 → 6 can be carried out at a much lower temperature. Elsevier,.