936840-07-2Relevant academic research and scientific papers
A dramatic enhancing effect of InBr3 towards the oxidative Sonogashira cross-coupling reaction of 2-ethynylanilines
Ikeda,Omote,Kusumoto,Komori,Tarui,Sato,Ando
supporting information, p. 2127 - 2133 (2016/02/18)
The addition of InBr3 to the oxidative Sonogashira cross-coupling reaction of 2-ethynylaniline with (E)-trimethyl(3,3,3-trifluoroprop-1-enyl)silane led to a dramatic increase in the reactivity to afford the corresponding 1,3-enynes bearing a trifluoromethyl group on their terminal sp2 carbon. The subsequent cyclization of these 1,3-enynes under palladium catalysis provides access to the corresponding indoles bearing a 3,3,3-trifluoroprop-1-enyl group at their 2-position.
[Cp*IrCl2]2 catalyzed formation of 2,2′-biindoles from 2-ethynylanilines
Kumaran, Elumalai,Fan, Wai Yip,Leong, Weng Kee
supporting information, p. 1342 - 1345 (2014/04/03)
[Cp*IrCl2]2 catalyzes the cyclization of 2-ethynylanilines to 2,2′-biindoles via intramolecular hydroamination. A reaction pathway has been proposed on the basis of deuterium labeling experiments and computational studies.
Palladium-catalyzed chloroimination of imidoyl chlorides to a triple bond: An intramolecular reaction leading to 4-chloroquinolines
Isobe, Akira,Takagi, Jun,Katagiri, Toshimasa,Uneyama, Kenji
supporting information; scheme or table, p. 2657 - 2659 (2009/05/27)
(Chemical Equation Presented) In this paper, a new type of effective chloroimination was reported. This reaction afforded 4-chloro-2-perfluoroalkyl quinolines from fluorinated imidoyl chlorides in high yields. This is the first achievement of oxidative addition-reductive elimination type C-Cl bond activation by chloropalladation.
Rhodium-catalyzed cycloisomerization: Formation of indoles, benzofurans, and enol lactones
Trost, Barry M.,McClory, Andrew
, p. 2074 - 2077 (2008/02/14)
(Chemical Equation Presented) Internal affairs: Indoles, benzofurans, and enol lactones are formed chemoselectively from the rhodium-catalyzed cyclo-isomerization reaction of easily prepared alkynyl aniline substrates (see scheme, cod = cycloocta-1,5-diene, DMF = N,N-dimethylformamide). The reaction may proceed by nucleophilic capture of a vinylidene intermediate. Indoles are formed under mild conditions using low catalyst loadings.
