4.4 Article

Construction of indolenine-substituted spiro[pyrrolidine-2,3′-oxindoles] from 2-alkenylindolenines and isatin-derived azomethine ylides

Journal

TETRAHEDRON
Volume 74, Issue 19, Pages 2369-2375

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.03.059

Keywords

Spirooxindole; Indolenine; 1,3-Dipolar cycloaddition; Azomethine ylide; Regioselectivity

Funding

  1. National Natural Science Foundation of China [21542007]
  2. Fundamental Research Funds for the Central Universities [DUT15TD25]

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An organic base-catalyzed 1,3-dipolar cycloaddition between 2-alkenylindolenines and azomethine ylides derived from isatins and benzylamines was successfully developed to assemble indolenine-substituted spiro [pyrrolidine-2,3'-oxindole] ring systems. Generally, good regioselectivities (up to 14:1 rr) and high yields (up to 91%) were obtained under mild conditions. (C) 2018 Elsevier Ltd. All rights reserved.

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