Org Lett. 2018 Nov 2;20(21):6627-6631. doi: 10.1021/acs.orglett.8b02464. Epub 2018 Oct 19.
The first palladium-catalyzed C-O bond formation method for the synthesis of silacarboxylates by silacarboxylic acids with a broad range of aryl iodides and iodo-N-heterocycles is reported. Electron-deficient, electron-rich, and sterically hindered aryl iodides were well-tolerated to furnish the corresponding aryl silacarboxylates in moderate to excellent yields. Active functional groups, such as -NH, -CHO, and allyl-, showed good tolerance, even in the large-scale synthesis. Double and triple esterification were also demonstrated to be effective.
本文报道了首例钯催化的硅基羧酸与广泛的芳基碘代物和碘代氮杂环的 C-O 键形成方法，用于合成硅基羧酸盐。富电子、缺电子和位阻大的芳基碘代物都能耐受，以中等至优异的产率得到相应的芳基硅基羧酸盐。活性官能团，如-NH、-CHO 和烯丙基，也具有良好的耐受性，即使在大规模合成中也是如此。双酯化和三酯化也被证明是有效的。
