The author of 《4-Aminoindoles as 1,4-bisnucleophiles for diversity-oriented synthesis of tricyclic indoles bearing 3,4-fused seven-membered rings》 were Chen, Shaomin; Ravichandiran, Palanisamy; El-Harairy, Ahmed; Queneau, Yves; Li, Minghao; Gu, Yanlong. And the article was published in Organic & Biomolecular Chemistry in 2019. Formula: C8H7FN2 The author mentioned the following in the article:
A straightforward access to tricyclic indoles bearing 3,4-fused seven-membered rings I [R = H, Me; R1 = H, F, Br, COOMe; R2 = H, C(O)Me, COOEt, COOMe; R3 = H, COOMe, COOEt, Ph; R2R3 = -(CH2)3-, -(CH2)4-, -(CH2)5-, -(CH2)2OCH2-; R4 = cyclopropyl, 4-methylphenyl, 2-naphthyl, 2-furyl, etc.] and II [R5 = CH2, C(Me)2] and 4-(p-tolyl)-1,3,4,6-tetrahydro-2H-azepino[4,3,2-cd]indol-2-one has been established by using 4-aminoindoles as 1,4-bisnucleophiles III (R6 = H, F, Br, COOMe) in three-component reactions. 1H-Azepino[4,3,2-cd]indoles, 4,6-dihydro-1H-azepino[4,3,2-cd]indoles and 1,3,4,6-tetrahydro-5H-azepino[4,3,2-cd]indol-5-ones could thus be synthesized in one pot in moderate to good yields. Beyond opening access to 3,4-fused tricyclic indoles, the use of easily accessible 4-aminoindoles as C,N-1,4-bisnucleophiles also provides a new platform to be used in a diversity-oriented synthesis strategy, fully displaying its benefits of maximizing mol. complexity and reaction diversity. In the experiment, the researchers used many compounds, for example, 6-Fluoro-1H-indol-4-amine(cas: 885518-25-2Formula: C8H7FN2)
6-Fluoro-1H-indol-4-amine(cas: 885518-25-2) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Formula: C8H7FN2
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles