Synthesis of 4- and 6-substituted nitroindoles was written by Moskalev, Nikolai;Barbasiewicz, Michal;Makosza, Mieczyslaw. And the article was included in Tetrahedron in 2004.Safety of 2-Methyl-6-nitro-1H-indole This article mentions the following:
Enolizable ketones react with m-nitroaniline in the presence of strong base such as tert-BuOK to give 4- and 6-substituted nitroindoles. The reaction proceeds via oxidative nucleophilic substitution of hydrogen in m-nitroaniline with enolate anions in positions ortho to the amino group giving anionic 锜?sup>H adducts that are addnl. stabilized by intramol. interaction between the amino and the carbonyl group. Spontaneous oxidation of the 锜?sup>H adducts followed by the Bayer type condensation of the produced ortho-aminonitrobenzyl ketones gives 4- and 6-substituted nitroindoles. The scope of this reaction and its basic mechanistic features are discussed. In the experiment, the researchers used many compounds, for example, 2-Methyl-6-nitro-1H-indole (cas: 3484-23-9Safety of 2-Methyl-6-nitro-1H-indole).
2-Methyl-6-nitro-1H-indole (cas: 3484-23-9) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Safety of 2-Methyl-6-nitro-1H-indole
Referemce:
Indole alkaloid derivatives as building blocks of natural products from鑱紹acillus thuringiensis鑱絘nd鑱紹acillus velezensis鑱絘nd their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles