Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis

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• 作者：Zongjun Qiao ; Xuefeng Jiang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：April 1, 2016
• 年：2016
• 卷：18
• 期：7
• 页码：1550-1553
• 全文大小：405K
• ISSN：1523-7052

文摘

A divergent cross-coupling for both thioether and thioester construction from organosilicon compounds has been developed. Predominant selectivity for Hiyama-type coupling and C1 insertion reaction was achieved under the guidance of ligands. Thioether was obtained under ligand-free conditions in which disulfide generated from homocoupling could be prevented. Meanwhile, application of bidentate phosphine ligands under carbon monoxide atmosphere (CO balloon) afforded the thioester with little decomposition, which was revealed through interval NMR tracking.