112079-97-7Relevant academic research and scientific papers
ADDITION OF PHTHALIMIDONITRENE TO SUBSTITUTED INDOLES
Kumar, Perumal Raja
, p. 1257 - 1262 (2007/10/02)
The aziridine 2a obtained by the addition of phthalimidonitrene to N-phenylsulphonylindole was treated with methanolic potassium hydroxide to give desulphonated indole and quinazoline.The aziridine 2b and 2c derived from phthalimidonitrene and 2-methylindole or 2-phenylindole were treated with dimsyl anion to give 2-methylquinazoline and 2-phenylquinazoline.However the nitrene adducts 2d and 2e derived from 1,2,3,4-tetrahydrocarbazole and 1-oxo-1,2,3,4-tetrahydrocarbazole afford carbazole and 1-hydroxycarbazole under similar conditions.Hydrozinolysis of the nitrene adducts 2a, b, c, d and e regenerated the parent indole.
Addition of Phthalimidonitrene to Substituted N-Benzenesulphonylindoles
Kumar, P. Raja
, p. 725 - 727 (2007/10/02)
The aziridines (2a,b) obtained by the addition of phthalimidonitrene to N-benzenesulphonylindole and N-benzenesulphonyl-2-phenylindole, respectively give the substituted quinazolines (3a,b) and the parent indole, when treated with methanolic KOH.However, the nitrene adduct 2c derived from N-benzenesulphonyl-1-oxo-1,2,3,4-tetrahydrocarbazole under similar condition gives 1-hydroxycarbazole and 1-oxo-1,2,3,4-tetrahydrocarbazole (4c).Hydrazinolysis of the aziridines (2a,b,c) gives N-sulphonated indoles through the N-amidoaziridine intermediate.
