4.4 Article

[4+2] cycloaddition of intermediates generated from arynes and DMF

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 8, Pages 1402-1405

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.12.119

Keywords

Aryne; Cycloaddition; Amide; Three-component reaction; Acetylenedicarboxylic acid diester

Funding

  1. ministry of Education, Culture, Sports, Science, and Technology of japan
  2. Grants-in-Aid for Scientific Research [24790032] Funding Source: KAKEN

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The trapping reaction of the transient intermediate ortho-quinone methides, generated by the insertion of arynes into a carbon-oxygen double bond of DMF, with dienophiles was investigated. The [4+2] cycloaddition products were obtained when the diesters of acetylenedicarboxylic acid were employed as dienophiles. (C) 2014 Elsevier Ltd. All rights reserved.

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