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银催化的脂肪醇远程 Csp-H 官能化反应。

Silver-catalyzed remote Csp-H functionalization of aliphatic alcohols.

机构信息

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.

出版信息

Nat Commun. 2018 Jul 6;9(1):2625. doi: 10.1038/s41467-018-05014-w.

Abstract

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.

摘要

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。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a681/6035238/2dbce60dd5bb/41467_2018_5014_Fig2_HTML.jpg

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