《Ni-Catalyzed Traceless, Directed C3-Selective C-H Borylation of Indoles》 was written by Tian, Ya-Ming; Guo, Xiao-Ning; Wu, Zhu; Friedrich, Alexandra; Westcott, Stephen A.; Braunschweig, Holger; Radius, Udo; Marder, Todd B.. Computed Properties of C8H6FN And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:
A highly efficient and general protocol for traceless, directed C3-selective C-H borylation of indoles with [Ni(IMes)2] as the catalyst is reported. Activation and borylation of N-H bonds by [Ni(IMes)2] is essential to install a Bpin moiety at the N-position as a traceless directing group, which enables the C3-selective borylation of C-H bonds. The N-Bpin group which is formed is easily converted in situ back to an N-H group by the oxidiative addition product of [Ni(IMes)2] and in situ-generated HBpin. The catalytic reactions are operationally simple, allowing borylation of a variety of substituted indoles with B2pin2 in excellent yields and with high selectivity. The C-H borylation can be followed by Suzuki-Miyaura cross-coupling of the C-borylated indoles in an overall two-step, 1-pot process providing an efficient method for synthesizing C3-functionalized heteroarenes. The experimental process involved the reaction of 5-Fluoro-1H-indole(cas: 399-52-0Computed Properties of C8H6FN)
5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Fluorine-containing aromatics have been incorporated into crop-protection chemicals (herbicides, insecticides, fungicides). Liquid crystals, positron emission tomography, and imaging systems represent new areas where fluoroaromatics and fluoroheterocyclics have gained attention.Computed Properties of C8H6FN
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