Details

Autor(en) / Beteiligte

• Mukherjee, Anupam
• Dateer, Ramesh B
• Chaudhuri, Rupsha
• Bhunia, Sabyasachi
• Karad, Somnath Narayan
• Liu, Rai-Shung

Titel

Gold-Catalyzed 1,2-Difunctionalizations of Aminoalkynes Using Only N- and O-Containing Oxidants

Ist Teil von

• Journal of the American Chemical Society, 2011-10, Vol.133 (39), p.15372-15375

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2011

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• We report two viable routes for the 1,2-difunctionalization of aminoalkynes using only oxidants. In the presence of a gold catalyst, nitrones enable the oxoamination of aminoalkynes 1 to form 2-aminoamides 2. With a suitable gold catalyst, nitrosobenzenes implement an alkyne/nitroso metathesis of the same substrates to give 2-oxoiminylamides 3. These two novel oxidations also provide 1,2-aminoalcohols with opposite regioselectivity via NaBH4 reduction in situ.