Palladium-catalyzed silylation reaction of different benzylic halides

June 14, 2024

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  Palladium-catalyzed silylation reaction of different benzylic halides

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  Palladium-catalyzed silylation reaction between benzylic halides and silylboronate

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  Table 2

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  With the optimized reaction conditions in hand, various benzylic halides were tested in this reaction. The results are summarized in Table 2. It could be observed that in most cases the benzylic bromide bearing either electron-donating or electron-withdrawing group all afforded the desired products in high yields (entries 1-8, Table 2). Although only a moderate yield of the product 2m was obtained (entry 13, Table 2), the highly electron-deficient 1-(bromomethyl)-3,5-dinitrobenzene 1m still could be employed in this reaction. Moreover, it is worth noting that some groups such as acetal, ester cyano, etc, being sensitive to traditional methods, could all be tolerated in this reaction entries 14, 15, and 16, Table 2).