105896-39-7

Upstream product

• 106-47-8 4-chloro-aniline 
• 1826-67-1 vinyl magnesium bromide 
• 13165-68-9 N-(4-chloro-phenyl)-sulfur imide oxide 

Downstream Products

• 17422-32-1 5-chloro-1H-indole 
• 181651-30-9 N-(4-chlorophenyl)-N-(trimethylsilyl)ethenesulfinamide 
• 106-47-8 4-chloro-aniline 
• 754948-43-1 5-chloro-1H-indole 
• 181651-29-6 N-(4-chlorophenyl)-N-methylethenesulfinamide 

Relevant academic research and scientific papers

SYNTHESIS OF INDOLES FROM N-ARYL-1-ALKENYLSULPHINAMIDES

Reactions of 1-alkenylmagnesium bromides with N-sulphinyl-benzenamines affords the title sulphinamides 5.On heating in toluene, these sulphonamides 5 are the transformed into the corresponding indoles.

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,.