1213-48-5Relevant academic research and scientific papers
Study of the addition of Grignard reagents to 2-aryl-3H-indol-3-ones
Liu, Yahua,McWhorter Jr., William W.
, p. 2618 - 2622 (2007/10/03)
Grignard reagents are added to the carbonyl group of 2-aryl-3H-indol-3-ones to generate 3-alkyl-(or phenyl)-2-aryl-3H-indol-3-ols, which are in turn rearranged to yield 2-alkyl(or phenyl)-2-aryl-1,2-dihydro-3H-indol-3-ones.
DIBORANE AS A REDUCING AGENT - VI. THE NOVEL REDUCTION OF INDOLE-1-CARBOXALDEHYDES TO 1-METHYL-INDOLES, DI(INDOLYLMETHYL)ETHERS AND INDOLYLMETHYL INDOLINES
Biswas, M. Kshetra,Dhara, Rabindranath,Roy, Sumita,Mallik, Haimanti
, p. 4351 - 4357 (2007/10/02)
Reduction of the indole-1-carboxaldehydes (1a-1f) with borane/THF gives the 1-methylindoles (4) in 42-91 percent yields together with the di(indolylmethyl)ethers (8), the indolylmethyl indolines (7), the unsymmetric ether (10) and the indolenine (11) as the minor products, except 7a.This appears to be the first report on the formation of symmetric ethers in the borane/THF reduction of an oxygen function.The formation of 7a and 7b from 1a and 1b implies that electrophilic substitution takes place primarily at position 3 of 3-substituted indoles. 1c-1f did not form the corresponding 7 probably because of steric hindrance.These results are discussed in relation to the mechanisms of borane/THF reduction, origin of the different products and electrophilic substitution in 3-substituted indoles.
3-HYDROPEROXY-3-METHYL-2-PHENYL-3H-INDOLE THERMAL DECOMPOSITION AND CHEMILUMINESCENCE
Nakagawa, Masako,Sato, Masakazu,Watanabe, Yasuji,Hino, Tohru,Hatanaka, Yasumaru,Kanaoka, Yuichi
, p. 503 - 506 (2007/10/02)
Thermolysis of 3-hydroperoxy-3-methyl-2-phenyl-3H-indole 1 in dimethyl sulfoxide showed chemiluminescence and 3-hydroxy-3-methyl-2-phenyl-3H-indole 2 was obtained whereas in methanol 1 was converted to o-benzamidacetophenone.Deoxygenation ocurred to give 2-phenylskatole on the termolysis of 1 in benzene.
New Aspects in the Chlorination of Indoles with 1-Chlorobenzotriazole and 1-Chloroisatin
Berti, C.,Greci, L.,Andruzzi, R.,Trazza, A.
, p. 4895 - 4899 (2007/10/02)
2-Phenyl-, 1-methyl-2-phenyl-, and 2-phenyl-3-methylindole react with 1-chlorobenzotriazole and 1-chloroisatin to form essentially 3-chloroindoles.The composition of the products, which depends on the solvent used, suggests an electron-transfer process fo
THE REARRANGEMENT OF HYDROPEROXYINDOLENINES
McCapra, F.,Long, P. V.
, p. 3009 - 3012 (2007/10/02)
Examination of a series of substituted 3-(hydroxyperoxy)indolenines favours a mechanism for base catalysed decomposition of the dioxetan rather than Criegee type.
