193686-88-3Relevant academic research and scientific papers
1,2-Bis(phenylsulfonyl)-1H-indole as an acceptor of organocuprate nucleophiles
Qian, David C.,Alford, Philip E.,Kishbaugh, Tara L. S.,Jones, Sean T.,Gribble, Gordon W.
, p. 66 - 73 (2012/11/07)
1,2-Bis(phenylsulfonyl)-1H-indole is a novel example of an electron-deficient indole that undergoes nucleophilic attack at C-3. Though a variety of other organometallic nucleophiles fail to engender nucleophilic substitution, organocuprates produce 3-substituted 2-(phenylsulfonyl)-1H- indoles. These reactions contribute to the growing number of examples of nucleophilic addition to the indole core. ARKAT USA, Inc.
Nucleophilic addition reactions of 2-nitro-1-(phenylsulfonyl)indole. A new synthesis of 3-substituted-2-nitroindoles
Pelkey, Erin T.,Barden, Timothy C.,Gribble, Gordon W.
, p. 7615 - 7619 (2007/10/03)
2-Nitro-1-(phenylsulfonyl)indole (1) undergoes nucleophilic addition reactions with the enolates of diethyl malonate and cyclohexanone, lithium dimethylcuprate, and indole anion to afford the corresponding 3-substituted-2-nitroindoles (4-6,8,9) in low to high yields. Reaction of 1-(phenylsulfonyl)-2-(trialkylstannyl)indoles 13 and 14 with tetranitromethane affords the novel isoxazolo[5,4-b]indole 15 via a 1,3-dipolar cycloaddition reaction with in situ generated nitro formonitrile oxide (19).
