4.7 Article

One step synthesis of γ-alkylidenebutenolides from simple vinyl carboxylic acids and alkenes

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 71, Pages 9902-9905

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc04973k

Keywords

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Funding

  1. National Natural Science Foundation of China [21502037, 21373073, 21672048]
  2. Natural Science Foundation of Zhejiang Province [LY15B020008]
  3. Program for Innovative Research Team in Chinese University [IRT 1231]
  4. Hangzhou Normal University
  5. Qianjiang Scholar award from Zhejiang Province, China

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The first tandem cross-coupling/oxa-Michael addition/dehydrogenation process via rhodium chemistry is described, which provides a straightforward and atom-economical protocol for the synthesis of a wide range of valuable gamma-alkylidenebutenolides. This method is of particular interest because of employing widely available and low cost vinyl carboxylic acids and electron-deficient alkenes as building blocks. Moreover, the methodology can be applied to a gram scale synthesis with 1 mol% catalyst loading.

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