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- W2793019867 abstract "Abstract In Pd‐catalyzed cross‐coupling reactions between tosylhydrazones and organohalides, the competitive β –H elimination of palladium complex intermediate generated through palladium‐carbene complex's migratory insertion is usually avoided by combining two specific coupling partners, in which only one contains a β ‐H. To address this limitation, herein we present cross‐coupling reactions between benzyl bromides and tosylhydrazones derived from benzocyclic ketones. Benzyl‐substituted dihydronaphthalenes and 1 H ‐indenes can be obtained in up to 88% yields and 25:1 selectivity for the cyclic olefin via this method. DFT studies were performed to elucidate the reaction mechanism. The β ‐H elimination process, which follows the migratory insertion of Pd carbene intermediates, favours the abstraction of hydrogen atoms on the cyclic skeletons and results in the observed regioselectivity." @default.
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- W2793019867 date "2018-01-18" @default.
- W2793019867 modified "2023-10-14" @default.
- W2793019867 title "Highly Selective <i>β</i> ‐Hydride Elimination in the Pd‐Catalyzed Cross‐Coupling of <i>N</i> ‐Tosylhydrazones with Benzyl Bromides" @default.
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- W2793019867 doi "https://doi.org/10.1002/slct.201702521" @default.
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