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Synthesis of Dibenzosiloles through Electrocatalytic Sila‐Friedel‐Crafts Reaction

Pan HanChemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering China West Normal University No. 1 Shi Da Road Nanchong 637009 People's Republic of ChinaMengyun YinChemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering China West Normal University No. 1 Shi Da Road Nanchong 637009 People's Republic of ChinaHaiqiong LiChemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering China West Normal University No. 1 Shi Da Road Nanchong 637009 People's Republic of ChinaJundan YiChemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering China West Normal University No. 1 Shi Da Road Nanchong 637009 People's Republic of ChinaLin‐Hai JingChemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering China West Normal University No. 1 Shi Da Road Nanchong 637009 People's Republic of ChinaBang‐Guo WeiSchool of Pharmacy Fudan University 826 Zhangheng Road Shanghai 201203 People's Republic of China
2021en
ABI

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Abstract 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. magnified image

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