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Facile synthesis of α-alkoxyl amides via scandium-catalyzed oxidative reaction between ynamides and alcohols
Authors:Zhi-Xin Zhang  Bo-Han Zhu  Pei-Xi Xie  Jia-Qi Tang  Xin-Ling Li  Chunyin Zhu  Ying-Wu Yin  Long-Wu Ye
Affiliation:State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005 China.; School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013 China.; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032 China
Abstract:A novel and efficient scandium-catalyzed oxidative reaction between ynamides and alcohols for the facile synthesis of various α-alkoxyl amides is reported in this paper. The reaction avoids the need for the use of α-diazo carbonyls which are unstable and may cause some safety concerns. Instead, by using alkynes as the starting materials, this protocol features readily available substrates, compatibility with a broad range of functional groups, simple procedure, mild reaction conditions, and high chemoselectivity.

A novel scandium-catalyzed oxidative reaction between ynamides and alcohols has been developed, allowing the concise and efficient synthesis of various substituted α-alkoxyl amides.
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