4.4 Article

Facile synthesis of 3,3-diallyl isoindolones via a indium-mediated double allylation of ortho-cyanobenzoates

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 5, Pages 860-862

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.12.034

Keywords

Isoindolones; Indium; Barbier reaction; Double allylation; ortho-Cyanobenzoates

Funding

  1. Ministry of Education, Science and Technology [2009-0070633]
  2. National Research Foundation of Korea [2009-0070633] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Various 3,3-diallyl isoindolones were synthesized via a indium-mediated Barbier type double allylation reaction of ortho-cyanobenzoates in good yields in short time. The reactivity of nitrile group toward allylindium is sufficient to form a cyclic compound when a suitable electrophilic center is present in the same molecule to trap the imine intermediate. (c) 2009 Elsevier Ltd. All rights reserved.

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