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Metal-Free Oxyacetoxylation of Arylynamines and Ynamides To Construct α-Acetoxyl Amides |
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| Authors: | Dr Rong Long Shaoling Huang Dr Han-Kui Wu Naila Iqbal Dr Na Wu |
| Institution: | 1. Chongqing Key Laboratory of Green, Synthesis and Applications, College of Chemistry, Chongqing Normal University, Chongqing, 401331 P. R. China;2. School of Chemistry and Biosciences, Faculty of Life Sciences, University of Bradford, Bradford, West Yorkshire, BD7 1DP United Kingdom
College of Biology and Food Engineering, Anyang Institute of Technology, Anyang, Henan Province, 455000 P. R. China;3. School of Chemistry and Biosciences, Faculty of Life Sciences, University of Bradford, Bradford, West Yorkshire, BD7 1DP United Kingdom |
| Abstract: | Ynamides/arylynamines are challenging substrates for oxyacetoxylation, especially due to various reactive sites of the N-heteroaryl ring. Herein, we report a metal-free PhI(OAc)2-mediated oxyacetoxylation of arylynamines/ynamides to provide α-acetoxyl amides in good to excellent yields. The transformation completes in a short time to afford solely the product in a highly regio- and chemo-selective manner through β-iodo keteneiminium intermediate, without functionalising the N-heteroaryl moiety. |
| Keywords: | synthesis metal-free oxyacetoxylation ynamines ynamides |