Revisiting the Mg/TMSCl/Dipolar Solvent System for Dearomatic Silylation of Aryl Carbonyl Compounds: Substrate Scope, Transformations, and Mechanistic Studies
Autor: | Nan-Nan Li, Meng Li, Jia-Ni Gao, Zhong Zhang, Jian-Bo Xie |
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Rok vydání: | 2022 |
Předmět: | |
Zdroj: | The Journal of Organic Chemistry. 87:10876-10889 |
ISSN: | 1520-6904 0022-3263 |
DOI: | 10.1021/acs.joc.2c01178 |
Popis: | Dearomatic silylation of arene derivatives is an intriguing synthetic target, which represents an elegant extension of Birch reduction and produces silylated cyclohexene derivatives with great potential of further transformation. Herein, we report a systematic study on dearomatic silylation of aryl carbonyl compounds with Mg and the TMSCl/NMP adduct. The protocol displays a wide range of substrate scope, including alkyl aryl ketones, aromatic amides, benzonitriles |
Databáze: | OpenAIRE |
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