Palladium(0)-catalyzed tandem cyclization of allenenes: Direct construction of tricyclic heterocycles through aromatic C-H activation was written by Ohno, Hiroaki;Miyamura, Kumiko;Mizutani, Tsuyoshi;Kadoh, Yoichi;Takeoka, Yusuke;Hamaguchi, Hisao;Tanaka, Tetsuaki. And the article was included in Chemistry – A European Journal in 2005.Application of 590417-55-3 This article mentions the following:
Palladium(0)-catalyzed tandem cyclization of allenenes is described. Treatment of allenenes, e.g. I [R1 = Me2CH, Me2CHCH2, (S)-EtCHMe, Me3C, PhCH2; R2 = Me3CO2C, 2,4,6-Me3C6H2SO2], with an aryl halide R3I (R3 = Ph, 4-MeC6H4, 4-MeOC6H4, 2-MeOC6H4, 3-MeOC6H4), potassium carbonate, and catalytic Pd(PPh3)4 in dioxane afforded tri- or tetracyclic heterocycles, e.g. II (R4 = H, Me, MeO), in moderate to good yields through insertion of arylpalladium(II) halide into the allenic moiety, intramol. carbopalladation, and aromatic C-H bond activation. The substituent on the olefin terminus has proven to be essential for the success of the tandem cyclization. The reaction with heterocyclic aryl halides such as iodopyrazine or 4-bromo-1-methylindole afforded tri- or tetracyclic heteroaromatic products, e.g. III from iodopyrazine, in good yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methyl-1H-indole (cas: 590417-55-3Application of 590417-55-3).
4-Bromo-1-methyl-1H-indole (cas: 590417-55-3) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Application of 590417-55-3
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