4.8 Article

Scalable Synthesis of Piperazines Enabled by Visible-Light Irradiation and Aluminum Organometallics

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 47, Pages 14094-14098

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201505608

Keywords

aluminum; cycloaddition; heterocycles; oxidation; photochemistry

Funding

  1. Swedish Research Council (Vetenskapsradet) [2012-2969]
  2. Marie Curie Actions [631159]
  3. Swedish Innovation Agency VINNOVA through the Berzelii Center EXSELENT
  4. AstraZeneca AB
  5. Stockholm University

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The development of more active C-H oxidation catalysts has inspired a rapid, scalable, and stereoselective assembly of multifunctional piperazines through a [3+3] coupling of azomethine ylides. A combination of visible-light irradiation and aluminum organometallics is essential to promote this transformation, which introduces visible-light photochemistry of main-group organometallics and sets the basis for new and promising catalysts.

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