57901-11-8Relevant 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.
Control of the Bacterial Wilt of Tomato Plants by a Derivative of 3-Indolepropionic Acid Based on Selective Actions on Ralstonia solanacearum
Matsuda, Kazuhiko,Toyoda, Hideyoshi,Nishio, Hitomi,Nishida, Takatsugu,Dohgo, Mitsue,Bingo, Miki,Matsuda, Yoshinori,Yoshida, Satoshi,Harada, Satoshi,Tanaka, Hiroshi,Komai, Koichiro,Ouchi, Seiji
, p. 4416 - 4419 (2007/10/03)
3-Indolepropionic acid (IPA)-related compounds having a benzo[b]thiophene or an indazole ring and derivatives having various substituents in the propionic acid moieties were tested for their antibacterial activity against Ralstonia solanacearum. Substitution of the indole ring for other aromatic rings resulted in lowered activity, whereas addition of a methyl or a trifluoromethyl group to the propionic acid moiety had little effect. Of the derivatives, 3-(3-indolyl)butanoic acid (3-IBA) was as active as IPA, exhibiting a 10-fold higher activity with the S configuration than with the R configuration. In contrast with the strong phytotoxicity of IPA, 3-IBA was able to suppress bacterial wilt without affecting the growth of tomato plants.