Synthesis of polycyclic spirooxindoles an asymmetric catalytic one-pot stepwise Aldol/chloroetherification/aromatization procedure

A general method for the synthesis of chiral pentacyclic spirooxindoles containing a tetrahydropyrano[2,3- b ]indole scaffold through a one-pot stepwise sequence from 3-(3-indolomethyl)oxindole, paraformaldehyde and NCS is reported. Furthermore, the pentacyclic spirooxindoles could be transformed to...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-09, Vol.16 (36), p.6647-6651
Hauptverfasser: Jiang, Yan, Yu, Shuo-Wen, Yang, Yi, Liu, Ying-Le, Xu, Xiao-Ying, Zhang, Xiao-Mei, Yuan, Wei-Cheng
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Zusammenfassung:A general method for the synthesis of chiral pentacyclic spirooxindoles containing a tetrahydropyrano[2,3- b ]indole scaffold through a one-pot stepwise sequence from 3-(3-indolomethyl)oxindole, paraformaldehyde and NCS is reported. Furthermore, the pentacyclic spirooxindoles could be transformed to bispirooxindole and other structurally diverse spirocyclic oxindoles. A general method for the synthesis of chiral pentacyclic spirooxindoles containing a tetrahydropyrano[2,3- b ]indole scaffold through a one-pot stepwise sequence is reported.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob01713a