2025年2月24日出版的《自然-化学》杂志发表了美国康奈尔大学林松团队的最新成果,揭示了光活化的高价碘剂使多种脂肪C-H功能化。
在这里,该课题组人员报道了一种高价碘试剂,它在温和的光化学条件下释放出一种有效的氢原子萃取剂,用于C-H活化。使用该试剂,研究人员证明了广泛底物的脂肪族C-H键的选择性(n -苯基四唑)硫基化。通过各种衍生化,展示了硫代化产物的合成用途。他们的方法只需改变自由基捕获剂,就可以直接将C-H键转化为多种官能团,包括C - S、C - Cl、C - Br、C - I、C - O、C - N、C - C和C=C键。
据悉,脂肪族C-H键的功能化是合成和转化与医药、农业和材料化学相关的复杂分子的关键步骤。因此,人们对开发能够使脂肪族C-H键有效多样化的通用合成平台非常感兴趣。
附:英文原文
Title: Light-activated hypervalent iodine agents enable diverse aliphatic C–H functionalization
Author: Lu, Zhipeng, Putziger, John, Lin, Song
Issue&Volume: 2025-02-24
Abstract: The functionalization of aliphatic C–H bonds is a crucial step in the synthesis and transformation of complex molecules relevant to medicinal, agricultural and materials chemistry. As such, there is substantial interest in the development of general synthetic platforms that enable the efficient diversification of aliphatic C–H bonds. Here we report a hypervalent iodine reagent that releases a potent hydrogen atom abstractor for C–H activation under mild photochemical conditions. Using this reagent, we demonstrate selective (N-phenyltetrazole)thiolation of aliphatic C–H bonds for a broad scope of substrates. The synthetic utility of the thiolated products is showcased through various derivatizations. Simply by altering the radical trapping agent, our method can directly transform C–H bonds into diverse functionalities, including C–S, C–Cl, C–Br, C–I, C–O, C–N, C–C and C=C bonds.
DOI: 10.1038/s41557-025-01749-4
Source: https://www.nature.com/articles/s41557-025-01749-4
Nature Chemistry:《自然—化学》,创刊于2009年。隶属于施普林格·自然出版集团,最新IF:24.274
官方网址:https://www.nature.com/nchem/
投稿链接:https://mts-nchem.nature.com/cgi-bin/main.plex