139115-67-6Relevant academic research and scientific papers
Photochemical aryl radical cyclizations to give (E)-3-ylideneoxindoles
Gurry, Michael,Allart-Simon, Ingrid,McArdle, Patrick,Grard, Stphane,Sapi, Janos,Aldabbagh, Fawaz
, p. 15891 - 15899 (2015/01/08)
(E)-3-Ylideneoxindoles are prepared in methanol in reasonable to good yields, as adducts of photochemical 5-exo-trig of aryl radicals, in contrast to previously reported analogous radical cyclizations initiated by tris(trimethylsilyl)silane and azo-initia
First domino radical cyclisation/Smiles rearrangement combination
Pudlo, Marc,Allart-Simon, Ingrid,Tinant, Bernard,Gerard, Stephane,Sapi, Janos
supporting information; experimental part, p. 2442 - 2444 (2012/04/10)
An unprecedented domino radical cyclisation-Smiles rearrangement process affording 3-(2′-aryl-N-methyl acetamido)indolin-2-ones is presented. Experimental rationalisation of this approach and description of an unexpected tricyclic core are also handled. The Royal Society of Chemistry 2012.
A tandem radical cyclization approach to 3-(2-oxopyrrolidin-3-yl)indolin-2-ones, potential intermediates toward complex indole-heterocycles
Pudlo, Marc,Gérard, Stéphane,Mirand, Catherine,Sapi, Janos
, p. 1066 - 1070 (2008/09/18)
A series of substituted 3-(2-oxopyrrolidin-3-yl)indolin-2-one derivatives have been synthesized by tris(trimethylsilyl)silane (TTMSS) induced tandem radical cyclization as key step.
Rapid Syntheses of Some Indole Alkaloids of the Calabar Bean
Horne, Stephen,Taylor, Nicholas,Collins, Scott,Rodrigo, Russell
, p. 3047 - 3052 (2007/10/02)
A rapid, efficient route to 3,3-disubstituted oxindoles from o-iodo anilines has been developed.It involves the cyclisation of the corresponding fumarate amides 4 and 15 with butyllithium at -100 deg C in the presence of an excess of trimethylchlorosilane.An X-ray crystal structure of 4 suggests that the speed and efficiency of this intramolecular Michael addition is dependent on the conformation adopted by 4 which is particularly suitable for the reaction.This method has been applied to the synthesis of the alkaloids physovenine, physostigmine and esermethole in very high overall yields.
