Details

Autor(en) / Beteiligte

• Dong, Weizhe
• Badir, Shorouk O
• Zhang, Xuange
• Molander, Gary A

Titel

Accessing Aliphatic Amines in C–C Cross-Couplings by Visible Light/Nickel Dual Catalysis

Ist Teil von

• Organic letters, 2021-06, Vol.23 (11), p.4250-4255

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2021

Quelle

MEDLINE

Beschreibungen/Notizen

• A general aminoalkylation of aryl halides was developed, overcoming intolerance of free amines in nickel-mediated C–C coupling. This transformation features broad functional group tolerance and high efficiency. Taking advantage of the fast desilylation of α-silylamines upon single-electron transfer (SET) facilitated by carbonate, α-amino radicals are generated regioselectively, which then engage in nickel-mediated C–C coupling. The reaction displays high chemoselectivity for C–C over C–N bond formation. Highly functionalized pharmacophores and peptides are also amenable.