66236-19-9

Upstream product

• 59816-83-0 2-allyl-4-methyl-phenylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 106-49-0 p-toluidine 
• 15258-46-5 N-allyl-p-toluidine 

Downstream Products

• 1094359-19-9 5-methyl-2-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indole 
• 1182846-98-5 C₂₄H₂₂INO₃S 
• 1380538-75-9 (S)-2-(iodomethyl)-5-methyl-1-tosylindoline 
• 1609653-21-5 C₁₈H₁₈F₃NO₂S 
• 1309578-44-6 (E)-methyl 4-(5-methyl-2-(4-methylphenylsulfonamido)phenyl)but-2-enoate 
• 1309578-56-0 C₁₉H₂₁NO₄S 
• 1309578-94-6 methyl 2-(5-methyl-1-tosylindolin-2-yl)acetate 
• 1170692-58-6 C₂₄H₂₄BrNO₂S 

Relevant academic research and scientific papers

Synthesis of Functionalized Indoles via Palladium-Catalyzed Aerobic Cycloisomerization of o-Allylanilines Using Organic Redox Cocatalyst

A scalable and practical synthesis of functionalized indoles via Pd-tBuONO cocatalyzed aerobic cycloisomerization of o-allylanilines is reported. Using molecular oxygen as a terminal oxidant, a series of substituted indoles were prepared in moderate to good yields. The avoidance of hazardous oxidants, heavy-metal cocatalysts, and high boiling point solvents such as DMF and DMSO enables this method to be applied in pharmaceutical synthesis. A practical gram-scale synthesis of indomethacin demonstrates its application potential.

Enantioselective Synthesis of 2-Bromomethyl Indolines via BINAP(S)-Catalyzed Bromoaminocyclization of Allyl Aniline

An enantioselective bromoamination of allyl aniline with N-bromosuccinimide (NBS) catalyzed by BINAP(S) (BINAP monosulfide) is described. This protocol could provide a range of chiral 2-bromomethyl indolines in good to excellent yields with up to 87% ee.

Copper-catalyzed radical cascade cyclization for the synthesis of phosphorated indolines

A novel and convenient approach to the synthesis of various phosphorated indolines via a copper-catalyzed radical cascade cyclization reaction has been developed. The reaction employs cheap copper as the catalyst and K2S2O8 as the oxidant under mild conditions. Various alkenes and P-radical precursors are compatible with this transformation. Preliminary mechanistic studies reveal that the addition of the P-radical may initiate the reaction, and then oxidative cyclization may be achieved to afford the desired product. This journal is

M-CPBA-Mediated Intramolecular Aminohydroxylation of N-Sulfonyl Aminoalkenes to Synthesize β-Hydroxyl Cyclic Amines

A variety of structurally diverse N-sulfonyl-protected aminoalkenes readily reacted with m-CPBA to produce a series of β-hydroxyl cyclic amines in high yields through intramolecular aminohydroxylation. This metal-free and easy-to-handle synthetic methodol

Catalytic enantioselective alkene aminohalogenation/cyclization involving atom transfer

Problem solved: The title reaction was used for the synthesis of chiral 2-bromo, chloro, and iodomethyl indolines and 2-iodomethyl pyrrolidines (see scheme). Stereocenter formation is believed to occur by enantioselective cis aminocupration and C-X bond formation is believed to occur by atom transfer. The ultility of the products as versatile synthetic intermediates was demonstrated, as was a radical cascade cyclization sequence. Copyright