4.8 Article

Rhodium(III)-Amine Dual Catalysis for the Oxidative Coupling of Aldehydes by Directed C-H Activation: Synthesis of Phthalides

Journal

ORGANIC LETTERS
Volume 15, Issue 20, Pages 5166-5169

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402145m

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Funding

  1. GSK-Singapore Partnership for Green and Sustainable Manufacturing
  2. Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), Singapore

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A novel oxidative coupling of aldehydes to form C3-substituted phthalides facilitated by co-operative dual catalysis of a Rh(III) complex and an aryl amine is reported. The reaction involves a cascade ortho C-H activation-insertion-annulation sequence. This methodology is efficient and applicable for the homo- and heterocoupling of various functionalized aldehydes generating the corresponding phthalides in moderate to high yields.

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