4.4 Article

Palladium-catalyzed cycloisomerisation reaction of 1,6-enyne acetic esters to form five-embered nitrogenated heterocyclic conjugated trienes

Journal

TETRAHEDRON LETTERS
Volume 58, Issue 52, Pages 4832-4835

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.11.018

Keywords

Cycloisomerisation; 1,6-Enynes; Palladium-catalyzed; Nitrogenated heterocyclic; Conjugated trienes

Funding

  1. National Natural Science Foundation of China [NSFC21667024, 21602168]
  2. Natural Science Foundation of Qinghai Province [2016-2J-912]
  3. Qinghai Normal University [15RZ12]

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A palladium-catalyzed cycloisomerisation reaction of 1,6-enyne acetic esters have been developed. This cyclization reaction shows excellent regioselectivity and good functional group tolerance to obtain five-membered nitrogenated heterocyclic conjugated trienes in moderate to excellent yields. The resulting conjugated trienes could be facilely converted to highly substituted benzenes through Diels-Alder reactions. (C) 2017 Elsevier Ltd. All rights reserved.

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