4.4 Article

A practical synthesis of functionalized isoindolinones via [3+3]benzannulation of 1,3-bissulfonylpropenes and 4-arylmethylene-2,3-dioxopyrrolidines

Journal

TETRAHEDRON LETTERS
Volume 60, Issue 2, Pages 147-149

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.11.074

Keywords

Isoindolinone; [3+3]Benzannulation; 1,3-Bissulfonylpropene; 4-Arylmethylene-2,3-dioxopyrrolidine; 4-Sulfonylcrotonate

Funding

  1. National Natural Science Foundation of China [21472248, 21772240]
  2. Guangzhou Science Technology and Innovation Commission [201707010210]

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A straightforward synthesis of isoindolinones has been developed via a [3 + 3] benzannulation of 4-arylmethylene-2,3-dioxopyrrolidines and 1,3-bissulfonylpropenes (or 4-sulfonylcrotonates). A series of functionalized isoindolinones were obtained in excellent yields. The reaction could be carried out under mild conditions without transition metal catalyst. The finding provides a practical approach for the preparation of isoindolinone derivatives with potential biological activities. (C) 2018 Elsevier Ltd. All rights reserved.

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