Bismuth nitrate-promoted disproportionative condensation of indoles with cyclohexanone: a new-type azafulvenium reactivity of indole was written by Kilic, H.;Bayindir, S.;Erdogan, E.;Agopcan Cinar, S.;Konuklar, F. A. S.;Bali, S. K.;Saracoglu, N.;Aviyente, V.. And the article was included in New Journal of Chemistry in 2017.Formula: C8H6FN This article mentions the following:
The bismuth nitrate-promoted disproportionative condensation of indoles such as 1H-indole, 2-methyl-1H-indole, 5-methoxy-1H-indole, 7-fluoro-1H-indole, etc. with cyclohexanone in one pot, to yield C3-cyclohexyl substituted indoles I (R1 = R2 = R5 = R7 = H; R1 = R2 = CH3, R5 = R7 = H; R1 = R2 = R7 = H, R5 = OCH3, etc.) and 1,3-di(1H-indol-3-yl)benzene derivatives II is reported for the first time. Using 3-methylindole with cyclopentanone, cyclohexanone, and cycloheptanone results in new and different synthetic pathways. The plausible reaction mechanisms are presented and supported with DFT (M06-2X/6-31+G(d,p)) calculations In the experiment, the researchers used many compounds, for example, 7-Fluoroindole (cas: 387-44-0Formula: C8H6FN).
7-Fluoroindole (cas: 387-44-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Formula: C8H6FN
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles