4.4 Article

Silver(I) and gold(I)-promoted synthesis of alkylidene lactones and 2H-chromenes from salicylic and anthranilic acid derivatives

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 32, Pages 4484-4488

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.06.060

Keywords

Alkylidene lactones; 2H-Chromenes; Silver(I); Gold(I); Catalysis

Funding

  1. CONACyT [153523]
  2. DGAPA [IB202212]
  3. Instituto de Quimica (UNAM)

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Ag(I) and Au(I) efficiently catalyze the cycloisomerization of terminal alkynoic acids into methylene seven-membered ring lactones. Depending on the metal, divergent reaction pathways were found for non terminal alkynoic acids. While Ag(I) led to lactones, Au(I) led to 2H-chromenes coming from the hydroarylation of the alkyne. (C) 2014 Elsevier Ltd. All rights reserved.

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