Journal
ORGANIC LETTERS
Volume 20, Issue 21, Pages 6627-6631Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02464
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- Shanxi Normal University [050502073061, 050520720288]
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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 -NH2, -CHO, and allyl-, showed good tolerance, even in the large-scale synthesis. Double and triple esterification were also demonstrated to be effective.
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