A Synthetic Approach To Dimetalated Arenes Using Flow Microreactors And The Switchable Application To Chemoselective Cross-Coupling Reactions
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY(2020)
摘要
In spite of their potential utility, the chemistry of dimetalated arenes is still in its infancy because they are extremely difficult to synthesize. We report a novel method of synthesizing arenes bearing a boryl group and a metallic substituent, such as boryl, silyl, stannyl, or zincyl groups, in an integrated flow microreactor based on the generation and reactions of aryllithiums bearing a trialkyl borate moiety. The bimetallic arenes showed a remarkable chemoselectivity in palladium-catalyzed cross-coupling reactions. The selectivity was switched by the selection of the metal species that constitutes the dimetalated arenes as well as appropriate catalysts.
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关键词
dimetalated arenes,flow microreactors,reactions,cross-coupling
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