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

作者：Mukherjee Anupam; Dateer Ramesh B; Chaudhuri Rupsha; Bhunia Sabyasachi; Karad Somnath Narayan; Liu Rai Shung^*

来源：Journal of the American Chemical Society, 2011, 133(39): 15372-15375.

DOI：10.1021/ja208150d

We report two viable routes for the 1,2difunctionalization 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 NaBH(4) reduction in situ.

• 出版日期2011-10-5
• 单位清华大学