4.7 Article

Synthesis of 1,2-Bis(trimethylsilyl)benzene Derivatives from 1,2-Dichlorobenzenes Using a Hybrid Metal Mg/CuCl in the Presence of LiCl in 1,3-Dimethyl-2-imidazolidinone

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 7, Pages 3421-3424

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo4000866

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Funding

  1. A-STEP from Japan Science and Technology Agency

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A practical and safe synthesis of 1,2-bis(trimethylsilyl)-benzene from 1,2-dichlorobenzene and Me3SiCl was achieved by use of a hybrid metal of Mg and CuCl in the presence of LiCl in 1,3-dimethyl-2-imidazolidinone (DMI). This method does not require a toxic HMPA, provides a high yield of the product under mild conditions, and is also applied to synthesis of substituted 1,2-bis(trimethylsilyl)benzenes and poly(trimethylsilyl)benzenes.

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