School of Pharmacy, Hangzhou Normal University, Hangzhou, Zhejiang 311121, PR China.
Key Laboratory of Elemene Class Anti-Cancer Chinese Medicines, Engineering Laboratory of Development and Application of Traditional Chinese Medicines, Collaborative Innovation Center of Traditional Chinese Medicines of Zhejiang Province, Hangzhou Normal University, Hangzhou, Zhejiang 311121, PR China.
J Org Chem. 2023 Apr 7;88(7):4592-4605. doi: 10.1021/acs.joc.3c00049. Epub 2023 Mar 28.
This paper describes an efficient strategy to promote alkenyl thioetherifications via the Ni-catalyzed cross-coupling of inactivated or β-aryl-substituted ()-alkenyl halides with thio-alcohols/phenols. The present strategy with easy-to-operate reaction conditions represents one of the most effective alkenyl C(sp)-S bond-forming methods via readily accessible nickel catalysis. Notably, the mildly basic conditions employed facilitate access to a broad scope including protected amino acids, saccharides, and heterocycles. Moreover, this work presents its attractive usefulness by the application in late-stage modifications of several structurally complex natural products and pharmaceuticals.
本文描述了一种通过镍催化的失活或β-芳基取代的（）-烯基卤化物与硫醇/酚的交叉偶联来促进烯基硫醚化的有效策略。本策略具有易于操作的反应条件，代表了通过易得的镍催化形成烯基 C(sp)-S 键的最有效方法之一。值得注意的是，所采用的温和碱性条件有利于广泛的底物范围，包括保护的氨基酸、糖和杂环。此外，通过在几个结构复杂的天然产物和药物的后期修饰中的应用，展示了其吸引人的有用性。
