4.8 Article

A Versatile Room-Temperature Route to Di- and Trisubstituted Allenes Using Flow-Generated Diazo Compounds

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 27, Pages 7920-7923

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201501538

Keywords

allenes; carbenes; copper; diazo compounds; flow chemistry

Funding

  1. Cambridge Home and European Scholarship Scheme
  2. Swiss National Science Foundation
  3. Pfizer Worldwide Research and Development
  4. EPSRC [EP/K0099494/1, EP/K039520/1]
  5. EPSRC [EP/K009494/1, EP/K039520/1] Funding Source: UKRI
  6. Engineering and Physical Sciences Research Council [EP/K039520/1, EP/K009494/1] Funding Source: researchfish

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A copper-catalyzed coupling reaction between flow-generated unstabilized diazo compounds and terminal alkynes provides di- and trisubstituted allenes. This extremely mild and rapid transformation is highly tolerant of several functional groups.

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