在两相体系中用水合氢卤酸实现α-卤代酰胺、乙烯基硫醚和乙烯基醚的高区域和立体选择性合成。
A Highly Regio- and Stereoselective Syntheses of α-Halo Enamides, Vinyl Thioethers, and Vinyl Ethers with Aqueous Hydrogen Halide in Two-Phase Systems.
机构信息
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy , Ocean University of China , Yushan Road , Qingdao 266003 , P. R. China.
College of Chemistry and Pharmaceutical Sciences , Qingdao Agricultural University , Qingdao 266109 , P. R. China.
出版信息
Org Lett. 2018 Aug 3;20(15):4507-4511. doi: 10.1021/acs.orglett.8b01809. Epub 2018 Jul 13.
A metal-free regio- and stereoselective method is achieved for the preparation of ( E)-configured α-halo enamides, vinyl thioethers, and vinyl ethers using aqueous HX (X = F, Cl, Br, I), which features high functional group compatibility and regio- and stereoselectivity, mild conditions, high efficiency, and rapid transformation. Additionally, the isomers could be yielded readily from the ( E)-configured α-halo enamides via photocatalysis or under Sonogashira coupling conditions.
一种无金属的区域和立体选择性方法被用于制备（E）构型的α-卤代烯胺、乙烯基硫醚和乙烯基醚，使用的是水合 HX（X=F、Cl、Br、I），该方法具有高官能团相容性以及区域和立体选择性、温和的条件、高效率和快速转化的特点。此外，通过光催化或在 Sonogashira 偶联条件下，（E）构型的α-卤代烯胺可以很容易地得到相应的异构体。
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