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Convenient synthesis of spiroindole derivatives via palladium-catalyzed cyclization of propargyl chloridesConvenient synthesis of spiroindole derivatives via palladium-catalyzed cyclization of propargyl chloridesAA00861787 |
"/Iwata, Akira/"Iwata, Akira ,
"/Inuki, Shinsuke/"Inuki, Shinsuke ,
"/Oishi, Shinya/"Oishi, Shinya ,
"/Fujii, Nobutaka/"Fujii, Nobutaka ,
"/Ohno, Hiroaki/"Ohno, Hiroaki
71
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37
)
, pp.6580
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6585 , 2015-09 , Elsevier Ltd.
ISSN:0040-4020
NCID:AA00861787
Description
Available online 9 May 2015
Herein, we report the palladium-catalyzed cyclization reactions of indoles bearing a propargyl chloride side chain at their 3-position. In the presence of an external nucleophile, such as a sulfonamide or malonate, indoles bearing a propargyl group at their 3-position gave fused tetracyclic spiroindolines preferentially. However, in the absence of an external nucleophile, the same substrates afforded spiroindoles. Our attempts to develop a catalytic asymmetric spirocyclization onto a propargylpalladium species are also presented in this paper.
Full-Text
http://repository.kulib.kyoto-u.ac.jp/dspace/bitstream/2433/202050/1/j.tet.2015.05.006.pdf