Revisiting the reduction of indoles by hydroboranes: A combined experimental and computational study was written by Jayaraman, Arumugam;Powell-Davies, Henry;Fontaine, Frederic-Georges. And the article was included in Tetrahedron in 2019.Synthetic Route of C8H6N2O2 This article mentions the following:
A combined exptl. and d. functional computational study was used to probe the mechanism for the reduction of indoles using simple borane BH3闁荤姾娅ｉ弸宄係 (DMS = di-Me sulfide). Exptl. and computational studies all steer to the formation of the reduced species 1-BH2-indolines as the resting state for this reaction, as opposed to the historically presumed formation of the unreduced 1-BH2-indoles, before the addition of a proton source to form the final product indolines. Furthermore, it was observed that mol. H2 was generated and consumed in the reaction. Computations put forward hydroboration followed by protodeborylation as the very reasonable mechanistic route for the formation of exptl. observed major intermediate 1-BH2 indolines. For the H2 consumption in the reaction, computations suggest the frustrated Lewis pair-type heterolytic splitting of H2 by a bis(3-indolinyl)borane intermediate. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Synthetic Route of C8H6N2O2).
6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Synthetic Route of C8H6N2O2
Referemce:
Indole alkaloid derivatives as building blocks of natural products from闂佽壈浜崹淇沜illus thuringiensis闂佽壈浜粋鍧闂佽壈浜崹淇沜illus velezensis闂佽壈浜粋鍧 their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles