4.8 Article

Triple aryne-tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles

Journal

CHEMICAL SCIENCE
Volume 6, Issue 9, Pages 5128-5132

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc01726b

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Funding

  1. University of Pennsylvania
  2. National Institutes of Health [NIH RR-023444, NSF CHE-0840438]
  3. National Science Foundation

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One of the most challenging goals of modern synthetic chemistry is to develop multi-step reactions for rapid and efficient access to complex molecules. We report a triple aryne-tetrazine reaction that enables rapid access to a new class of polyaromatic heterocycles. This new reaction, which couples diverse reactivity modes between simple aryne and tetrazine starting materials, proceeds in a single operation and takes less than 5 minutes in air with no metal catalyst.

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