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
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