Copper-Promoted Cyclization of α-Amino Nitrile-Tethered Enynes: Controllable Synthesis of 3-Azabicyclo[4.1.0]hepta-2,4-dienes and 4,5-Dihydro-3H-azepines

Abstract

The first example of Cu-promoted cyclization of α-amino nitrile-tethered enynes incorporating an electron-deficient alkene component is described. A wide range of functionalized 3-azabicyclo[4.1.0]hepta-2,4-dienes and 4,5-dihydro-3H-azepines were prepared efficiently in a controllable manner. Moreover, the diverse cascade process enables efficient incorporation of tertiary amine moieties under mild reaction conditions. A possible reaction pathway is proposed on the basis of a series of control experiments.

Fe3O4/MIL‐101(Fe) nanocomposite as an efficient and recyclable catalyst for Strecker reaction

“…On the other hand, among the wide range of multicomponent reactions (MCRs), many attentions are focused on the strecker reaction. This three‐component coupling between aldehydes (or ketones), ammonia and hydrogen cyanide yields α‐amino nitriles, which are key intermediates for the synthesis of a wide variety of amino acids, amides, diamines, and nitrogen‐containing heterocycles . Diverse strategies applied for the synthesis of α‐amino nitriles contain a variety of Lewis or Bronsted acidic catalysts, heterogeneous catalysts, and recently several MOFs .…”