56366-27-9Relevant academic research and scientific papers
Aerobic, Metal-Free, and Catalytic Dehydrogenative Coupling of Heterocycles: En Route to Hedgehog Signaling Pathway Inhibitors
Bering, Luis,Paulussen, Felix M.,Antonchick, Andrey P.
supporting information, p. 1978 - 1981 (2018/04/16)
The nitrosonium ion-catalyzed dehydrogenative coupling of heteroarenes under mild reaction conditions is reported. The developed method utilizes ambient molecular oxygen as a terminal oxidant, and only water is produced as byproduct. Dehydrogenative coupl
Pyridylmethylamine–Palladium Catalytic Systems: A Selective Alternative in the C?H Arylation of Indole
Perato, Serge,Large, Benjamin,Lu, Qiao,Gaucher, Anne,Prim, Damien
, p. 389 - 392 (2017/02/15)
A highly efficient pyridylmethylamine-Pd alternative catalytic system for the C?H arylation of indole was explored. Variously substituted aryl groups were regio- and chemoselectively installed at the indole nucleus by using barium hydroxide as the base. The method was found to be efficient even in the presence of hindered coupling partners and Pd-reactive bonds.
Palladium-catalyzed direct denitrogenative C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant
Chen, Yongxin,Guo, Shuaibo,Li, Kangning,Qu, Jinpeng,Yuan, Hua,Hua, Qiuru,Chen, Baohua
supporting information, p. 711 - 715 (2013/03/29)
A novel palladium-catalyzed approach to direct C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant via C-N bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3-aryl-1H-indoles. Copyright
Mild synthetic approach to novel indole-1-carbinols and preliminary evaluation of their cytotoxicity in hepatocarcinoma cells
Zedda, Gloria,Simbula, Gabriella,Begala, Michela,Pibiri, Monica,Floris, Costantino,Casu, Mariano,Casu, Laura,Tocco, Graziella
, p. 195 - 202 (2012/06/04)
A mild and versatile method for the synthesis of some novel indole-1-carbinols has been developed via one-pot reaction of indoles and paraformaldehyde in the presence of an excess of CaO, MgO, ZnO or TiO 2. The solvent-free reaction provided all the indole derivatives in moderate to good yields and short reaction times. Moreover, the effect of some selected indole-1-carbinols on cell proliferation of the hepatoma cell line FaO was evaluated.
Organocatalyzed enantioselective fluorocyclizations
Lozano, Oscar,Blessley, George,Martinez Del Campo, Teresa,Thompson, Amber L.,Giuffredi, Guy T.,Bettati, Michela,Walker, Matthew,Borman, Richard,Gouverneur, Veronique
supporting information; experimental part, p. 8105 - 8109 (2011/10/03)
Enantioenriched fluorinated heterocycles can be prepared through fluorocyclizations of prochiral indoles (see scheme; Ts=tosyl, Bn=benzyl, Boc=tert-butoxycarbonyl). More than twenty examples for this cascade fluorination-cyclization, which is catalyzed by cinchona alkaloids and employs N-fluorobenzenesulfonimide as the electrophilic fluorine source have been explored, and an unprecedented catalytic asymmetric difluorocyclization has also been identified.
"on water" direct and site-selective Pd-catalysed C-H arylation of (NH)-indoles
Joucla, Lionel,Batail, Nelly,Djakovitch, Laurent
supporting information; experimental part, p. 2929 - 2936 (2011/02/22)
This communication describes the development of a versatile catalytic system based on palladium(II) acetate/bis(diphenylphosphino)methane [Pd(OAc)2/dppm] that works "on water" giving site-selective C-H arylation of (NH)-indoles without protecting or directing groups. Remarkably, the control of regioselectivity was achieved by small changes in the "extra-catalytic" base/halide partners. These innovative methodologies allow a high-yielding access to both C2 and C3-arylindoles, as well as 2,3-diarylindoles, and display high chemo/regioselectivities and structural versatility with regard to either indole or aryl moieties. Copyright
