State Key Laboratory of Natural and Biomimetic Drugs, Peking University, 100191, Beijing, China.
State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, 200032, Shanghai, China.
Nat Commun. 2018 Jul 6;9(1):2625. doi: 10.1038/s41467-018-05014-w.
Aliphatic alcohols are common and bulk chemicals in organic synthesis. The site-selective functionalization of non-activated aliphatic alcohols is attractive but challenging. Herein, we report a silver-catalyzed δ-selective Csp-H bond functionalization of abundant and inexpensive aliphatic alcohols. Valuable oximonitrile substituted alcohols are easily obtained by using well-designed sulphonyl reagents under simple and mild conditions. This protocol realizes the challenging δ-selective C-C bond formation of simple alkanols.
脂肪醇是有机合成中常见的大宗化学品。非活化脂肪醇的选择性官能化具有吸引力，但具有挑战性。在此，我们报告了一种银催化的丰富且廉价的脂肪醇的δ-选择性 Csp-H 键官能化。通过使用精心设计的砜基试剂，在简单温和的条件下，很容易得到有价值的肟腈取代的醇。该方案实现了简单烷醇的挑战性的δ-选择性 C-C 键形成。
