Bypassing Ammonia: From N 2 to Nitrogen Heterocycles without N 1 Intermediates or Transition Metals

Diboradiazene compounds, derived in one step from the boron-mediated reduction of dinitrogen (N ), were treated separately with sulfur and acetic anhydride, providing heterocyclic compounds that are BN isosteres of thiophene and 1,3-oxazole, respectively. These simple reactions represent the final s...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2024-05, Vol.63 (21), p.e202402777
Main Authors: Weber, Marco, Kupfer, Thomas, Arrowsmith, Merle, Dewhurst, Rian D, Rang, Maximilian, Ritschel, Benedikt, Titlbach, Sven, Ernst, Martin, Rodrigues, Marieli O, da Silva Júnior, Eufrânio N, Braunschweig, Holger
Format: Article
Language:English
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Summary:Diboradiazene compounds, derived in one step from the boron-mediated reduction of dinitrogen (N ), were treated separately with sulfur and acetic anhydride, providing heterocyclic compounds that are BN isosteres of thiophene and 1,3-oxazole, respectively. These simple reactions represent the final steps in two-step routes to complex heterocycles from N that both circumvent the need for transition metal reagents and completely bypass the traditional intermediate ammonia.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202402777