Iron-catalyzed cross-electrophile coupling of bromostyrenes and chlorosilanes?
Organic Chemistry Frontiers Pub Date: 2023-05-17 DOI: 10.1039/D3QO00372H
Abstract
We report here a facile and efficient vinylation method using Fe-catalyzed cross-electrophile coupling of readily available vinyl- and hydro-chlorosilanes with a variety of substituted alkenyl bromides using manganese as the terminal reductant. This C(sp2)–Si forming modular approach shows excellent functional group tolerance and broad substrate scope, which allows the creation of a series of vinyl organosilanes, including electron-rich, electron-poor, and ortho-/meta-/para-substituted vinyl electrophiles, which were coupled successfully. Moreover, several substrates with structurally complex natural products and pharmaceutical motifs were well modified by this vinyl silylation process. Gram-scale reaction and derivatization of the formed vinyl organosilanes are demonstrated.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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