65001-46-9Relevant academic research and scientific papers
Copper-catalyzed radical cascade cyclization for the synthesis of phosphorated indolines
Zhang, Hong-Yu,Mao, Liu-Liang,Yang, Bin,Yang, Shang-Dong
, p. 4101 - 4104 (2015/03/30)
A novel and convenient approach to the synthesis of various phosphorated indolines via a copper-catalyzed radical cascade cyclization reaction has been developed. The reaction employs cheap copper as the catalyst and K2S2O8 as the oxidant under mild conditions. Various alkenes and P-radical precursors are compatible with this transformation. Preliminary mechanistic studies reveal that the addition of the P-radical may initiate the reaction, and then oxidative cyclization may be achieved to afford the desired product. This journal is
Synthesis of indolines, indoles, and benzopyrrolizidinones from simple aryl azides
Brucelle, Fran?ois,Renaud, Philippe
, p. 3048 - 3051 (2012/08/14)
A simple approach to prepare indolines and benzopyrrolizidinones from ortho-azidoallylbenzenes via a tandem radical addition/cyclization is described. The use of triethylborane to initiate and sustain the process provides the best results. Indolines are easily converted into the corresponding indoles by oxidation with manganese dioxide.
Stereoselective synthesis of novel 2-alkenyl-2,3,4,5-tetrahydro-1,4-epoxy- 1-benzazepines and 2-alkenyl-2,3,4,5-tetrahydro-1H-1-benzazepin-4-ols
Acosta Quintero, Lina María,Palma, Alirio,Nogueras, Manuel,Cobo, Justo
, p. 3765 - 3782 (2013/02/23)
New series of polyfunctionalized 2,3,4,5-tetrahydro-1,4-epoxy-1- benzazepines and 2,3,4,5-tetrahydro-1H-1-benzazepin-4-ols substituted at C2 with 2-methylprop-1-enyl, (E)-styryl, and (E)-pent-1-enyl were synthesized starting from the corresponding N-alken
Rational use of substituted N-allyl and N,N-diallylanilines in the stereoselective synthesis of novel 2-alkenyltetrahydro-1-benzazepines
Acosta, Lina María,Palma, Alirio,Bahsas, Alí
experimental part, p. 8392 - 8401 (2010/11/19)
Two new series of 1,4-epoxy-2-exo-vinyl(isopropenyl)tetrahydro-1- benzazepines and cis-2-vinyl(isopropenyl)-4-hydroxytetrahydro-1-benzazepines were prepared by an efficient three/four-step route from available substituted N,N-diallylanilines and mono N-al
Pd(II)-catalyzed enantioselective oxidative tandem cyclization reactions. Synthesis of indolines through C-N and C-C bond formation
Yip, Kai-Tai,Yang, Min,Law, Ka-Lun,Zhu, Nian-Yong,Yang, Dan
, p. 3130 - 3131 (2007/10/03)
We have developed an efficient Pd(II)-catalyzed enantioselective oxidative tandem cyclization strategy using molecular oxygen as a green oxidant for the double 5-exo-trig cyclizations of N-(2-allylaryl) amides to afford a variety of indolines in good yiel
Novel strategies for the solid phase synthesis of substituted indolines and indoles
Nicolaou,Roecker,Hughes, Robert,Van Summeren, Ruben,Pfefferkorn, Jeffrey A.,Winssinger, Nicolas
, p. 465 - 476 (2007/10/03)
Using a polymer-bound selenenyl bromide resin, o-allyl and o-prenyl anilines were cycloaded to afford a series of solid-supported indoline and indole scaffolds. These scaffolds were then functionalized and cleaved via four distinct methods, namely traceless reduction, radical cyclization, radical rearrangement, and oxidative elimination, to afford 2-methyl indolines, polycyclic indolines, 2-methyl indoles, and 2-propenyl indolines, respectively. A number of small combinatorial libraries of compounds reminiscent of certain designed ligands of biological interest were constructed demonstrating the potential utility of the developed methodology to chemical biology studies and the drug discovery process.
