Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.

Angew Chem Int Ed Engl

Institut für Organische und Biomolekulare Chemie, and Wöhler Research Institute for Sustainable Chemistry, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

Published: June 2020

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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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7317209PMC
http://dx.doi.org/10.1002/anie.202000762DOI Listing

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Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.

Angew Chem Int Ed Engl

June 2020

Institut für Organische und Biomolekulare Chemie, and Wöhler Research Institute for Sustainable Chemistry, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

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.

View Article and Find Full Text PDF

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