4.5 Article

Efficient Synthesis of Highly Functionalized Spirocarbocyclic Oxindoles through Hauser Annulation

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 37, Pages 5689-5695

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701023

Keywords

Spiro compounds; Cyclization; Nitrogen heterocycles; Polycycles; Synthetic methods; Oxindoles

Funding

  1. Board of Research in Nuclear Science, Department of Atomic Energy, Government of India, New Delhi [35/14/012015-BRNS/10110]
  2. Universty Grants Comission (UGC), New Delhi

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The synthesis of highly functionalized spirocarbocyclic oxindoles was accomplished for the first time, using a Hauser annulation strategy. A reaction between methylene-indolinones and arylsulfonylphthalides catalyzed by cesium carbonate gave access to a new class of biologically important spiro[indoline-3,2'-naphthalene] derivatives in very good yields.

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