Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 27, Pages 11130-11135Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202000762
Keywords
C-H activation; dehydrogenation; electrochemistry; nitrogen heterocycles; ruthenium
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Funding
- DFG (Gottfried-Wilhelm-Leibniz award)
- CSC
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A ruthenium-catalyzed electrochemical dehydrogenative annulation reaction of imidazoles with alkynes has been established, enabling the preparation of various bridgehead N-fused [5,6]-bicyclic heteroarenes through regioselective electrochemical C-H/N-H annulation without chemical metal oxidants. Novel azaruthenabicyclo[3.2.0]heptadienes were fully characterized and identified as key intermediates. Mechanistic studies are suggestive of an oxidatively induced reductive elimination pathway within a ruthenium(II/III) regime.
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