Details

Autor(en) / Beteiligte

• Ho, An T.
• Ensign, Seth C.
• Vanable, Evan P.
• Portillo, David
• Humke, Jenna N.
• Kortman, Gregory D.
• Hull, Kami L.

Titel

Rhodium-/Iridium-Catalyzed Hydroamination for the Synthesis of 1,2‑, 1,3‑, or 1,4-Diamines

Ist Teil von

• ACS catalysis, 2022-07, Vol.12 (14), p.8331-8340

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2022

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The Ir-catalyzed regioselective hydroamination of allyl amines as well as the catalyst-controlled regiodivergent hydroamination of homoallylic amines with aniline nucleophiles is reported. These directed hydroamination reactions afford a variety of 1,2-, 1,3-, and 1,4-diamines in good to excellent yields and high regio- and chemoselectivities. Mechanistic investigations suggest that the reactions are proceeding through an oxidative addition into the ArHN–H bond and that the observed regioselectivity is due to the selective formation of a five- or six-membered metallacyclic intermediate depending on the catalyst employed.