Synthesis of Dibenzosiloles through Electrocatalytic Sila‐Friedel‐Crafts Reaction

A novel electrocatalyzed method for the preparation of dibenzosiloles was developed through intramolecular C−H/Si−H dehydrogenative coupling strategy starting from biarylhydrosilanes. Both electro‐donating and electro‐withdrawing substitution groups were tolerated for this transformation, and the de...

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Veröffentlicht in:	Advanced synthesis & catalysis 2021-06, Vol.363 (11), p.2757-2761
Hauptverfasser:	Han, Pan, Yin, Mengyun, Li, Haiqiong, Yi, Jundan, Jing, Linhai, Wei, Bangguo
Format:	Artikel
Sprache:	eng
Schlagworte:	C−Si bond construction Dehydrogenation Dehydrogenative coupling Dibenzosiloles Electrochemical synthesis Friedel-Crafts reaction Reaction mechanisms Substitution reactions
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container_title	Advanced synthesis & catalysis
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creator	Han, Pan Yin, Mengyun Li, Haiqiong Yi, Jundan Jing, Linhai Wei, Bangguo
description	A novel electrocatalyzed method for the preparation of dibenzosiloles was developed through intramolecular C−H/Si−H dehydrogenative coupling strategy starting from biarylhydrosilanes. Both electro‐donating and electro‐withdrawing substitution groups were tolerated for this transformation, and the desired dibenzosilole products could be obtained in moderate to excellent yields. A sila‐Friedel‐Crafts reaction mechanism was proposed on the basis of previous literature and our controlled experiments.
doi_str_mv	10.1002/adsc.202100262
format	Article
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Both electro‐donating and electro‐withdrawing substitution groups were tolerated for this transformation, and the desired dibenzosilole products could be obtained in moderate to excellent yields. 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subjects	C−Si bond construction Dehydrogenation Dehydrogenative coupling Dibenzosiloles Electrochemical synthesis Friedel-Crafts reaction Reaction mechanisms Substitution reactions
title	Synthesis of Dibenzosiloles through Electrocatalytic Sila‐Friedel‐Crafts Reaction
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