4.5 Article

Formal [8+3]-Annulation between Azaoxyallyl Cations and Tropones

Journal

SYNTHESIS-STUTTGART
Volume 52, Issue 4, Pages 553-564

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0039-1690745

Keywords

tropone; alpha-haloamide; azaoxyallyl cation; cycloaddition; DFT computations

Funding

  1. Agence Nationale de la Recherche [ANR-16-CE07-0022]
  2. Agence Nationale de la Recherche (ANR) [ANR-16-CE07-0022] Funding Source: Agence Nationale de la Recherche (ANR)

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For the first time, azaoxyallyl cations were used as cycloaddition partners with tropone derivatives to access nitrogen-containing [7,6]-fused bicycles in a metal-free process under mild reaction conditions. DFT computations have been used to shed light on the selectivities observed during the course of the reaction.

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