4.4 Article

Oxidative difunctionalization of alkynoates via cascade radical addition, aryl migration, and decarboxylation

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 5, Pages 595-598

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.12.092

Keywords

Alkynoates; 1,4-Aryl migration; Decarboxylation; Ether; Olefins

Funding

  1. National Natural Science Foundation of China [21172106, 21372114]

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A cascade radical oxidative difunctionalization of alkynoates with simple ethers for the construction of tri-substituted olefins is developed. The reaction undergoes cascade radical addition to C-C triple bond, 1,4-aryl migration, and decarboxylation to deliver a variety of difunctionalized alkenes in moderate to good yields. This procedure also represents a promising strategy for the direct functionalization of the alpha-Csp(3)-H bonds in ether derivatives. (C) 2015 Elsevier Ltd. All rights reserved.

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