149681-66-3Relevant 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.
5-Amidinoindoles as dual inhibitors of coagulation factors IXa and Xa
Batt, Douglas G.,Qiao, Jennifer X.,Modi, Dilip P.,Houghton, Gregory C.,Pierson, Deborah A.,Rossi, Karen A.,Luettgen, Joseph M.,Knabb, Robert M.,Jadhav,Wexler, Ruth R.
, p. 5269 - 5273 (2007/10/03)
Structural features of a 5-amidinoindole inhibitor of factor Xa, which displayed modest inhibition of factor IXa were varied to increase potency and improve selectivity for factor IXa. Structural features of a 5-amidinoindole inhibitor of factor Xa, which displayed modest inhibition of factor IXa were varied to increase potency and improve selectivity for factor IXa.
A new synthesis of the potent 5-HT1 receptor ligand, 5-carboxyamidotryptamine (5-CT)
Agarwal,Jalluri,DeWitt Blanton Jr.,Taylor
, p. 1101 - 1110 (2007/10/02)
A short, convenient and relatively efficient synthesis of 5-CT is developed through a modified Michael reaction. This method represents a new general synthesis for tryptamines with labile indole substituents.