210569-69-0Relevant articles and documents
Synthesis of CF3-Containing Spirocyclic Indolines via a Red-Light-Mediated Trifluoromethylation/Dearomatization Cascade
Gianetti, Thomas L.,Mei, Liangyong,Moutet, Jules,Stull, Savannah M.
supporting information, p. 10640 - 10653 (2021/07/31)
A red-light-mediated nPr-DMQA+-catalyzed cascade intramolecular trifluoromethylation and dearomatization of indole derivatives with Umemoto's reagent has been developed. This protocol provides a facile and efficient approach for the construction of functionalized and potentially biologically important CF3-containing 3,3-spirocyclic indolines with moderate to high yields and excellent diastereoselectivities under mild conditions. The success of multiple gram-scale (1 and 10 g) experiments further highlights the robustness and practicality of this protocol and the merit of the employment of red light. Mechanistic studies support the formation of a crucial CF3 radical species and a dearomatized benzyl carbocation intermediate.
Synthetic studies towards western and eastern macropolypeptide subunits of Kistamycin
Beugelmans, Rene,Roussi, Georges,Zamora, Eduardo Gonzalez,Carbonnelle, Annie-Claude
, p. 5089 - 5112 (2007/10/03)
The western subunit (fused bicyclic 16+15 membered ring) was synthesized by sequential intramolecular S(N)Ar reaction and the first 17-membered ring compound as model of the eastern subunit was obtained by an intramolecular Ni0 mediated coupling reaction.
The first synthesis of simplified 16- and 17-membered ring macropolypeptides containing the phenyl-indole system of Kistamycin and Chloropeptin I, II
Carbonnelle, Annie-Claude,Zamora, Eduardo Gonzalez,Beugelmans, Rene,Roussi, Georges
, p. 4471 - 4472 (2007/10/03)
The synthesis of simplified 16- and 17-membered ring macropolypeptides was achieved by Ni°mediated carbon-carbon ring closure of properly substituted linear precursors.