1150111-76-4

Upstream product

• 58550-75-7 1-benzenesulfonyl-2-bromo-3-methyl-indole 

Downstream Products

• 1150111-74-2 1-phenylsulfonyl-2-bromo-3-(3,4-dimethoxybenzyl)-1H-indole 
• 1227806-49-6 N-[(2-bromo-1-(phenylsulfonyl)-1H-indol-3-yl)methyl]acetamide 
• 1444444-66-9 4-(benzenesulfonyl)-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-cyclopenta[b]indol-3-imine 
• 1444444-93-2 2-[2-(4-methylphenyl)sulfonylpropyl]-1H-indole-3-carbonitrile 
• 1372674-55-9 2-bromo-3-(3-bromo-3-phenylallyl)-1-(phenylsulfonyl)-1H-indole 
• 1372674-58-2 2-bromo-3-(3-bromo-3-phenylallyl)-1-(phenylsulfonyl)-1H-indole 

Relevant academic research and scientific papers

Pd(0)-Catalyzed Intramolecular Heck reaction of 2/3-Aryl(amino)methyl-3/2-bromoindoles: Syntheses of 3,4-Benzo[ c]-β-carbolines, Benzo[4,5]isothiazolo[2,3- a]indole 5,5-Dioxides, and 1,2-Benzo[ a]-γ-carbolines

One-pot synthesis of 3,4-benzo[c]-β-carbolines was achieved from 2-aryl(tosylamino)methyl-3-bromoindoles via 10 mol % Pd(OAc)2/PPh3-mediated intramolecular Heck coupling using K2CO3 as a base in DMF at 110 °C with concomitant aromatization through an elimination of tosylsulfinic acid. Under identical conditions, the isomeric 3-aryl(tosylamino)methyl-2-bromoindoles upon intramolecular Heck reaction furnished benzo[4,5]isothiazolo[2,3-a]indole 5,5-dioxides instead of the expected γ-carbolines. However, synthesis of the expected γ-carboline framework, 3-tosyl-6,9-dihydro-1,2-benzo[a]-γ-carbolines, could be achieved from 3-aryl(tosylamino)methyl-2-bromoindoles containing a mesitylene sulfonyl unit as a protecting group on the indole nitrogen.