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通过LiN(SiMe)/CsCl体系由甲苯一锅法快速制备苄基硅烷、锗烷和锡烷

One-Pot Rapid Access to Benzyl Silanes, Germanes, and Stannanes from Toluenes Mediated by a LiN(SiMe)/CsCl System.

作者信息

Yuan Yaqi, Gu Yuanyun, Wang Yan-En, Zheng Jiali, Ji Jiaying, Xiong Dan, Xue Fei, Mao Jianyou

机构信息

School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, P. R. China.

College of Science, Hebei Agricultural University, Baoding 071000, P. R. China.

出版信息

J Org Chem. 2022 Nov 4;87(21):13907-13918. doi: 10.1021/acs.joc.2c01612. Epub 2022 Oct 25.

Abstract

Organo-silanes, germanes, and stannanes are considered to be conducive to the development of cross-coupling reactions because they are stable, nontoxic, and easy to handle. Using feedstock toluenes, one-pot direct benzylic C-H silylations, germylations, and stannylations are developed. Simply combining toluenes, LiN(SiMe)/CsCl, and RMCl (M = Si, Ge, Sn) generates a diverse array of bench-stable benzyl silanes, germanes, and stannanes (38 examples, 53-90% yields). The syntheses developed here are easy to access on scale.

摘要

有机硅烷、锗烷和锡烷被认为有利于交叉偶联反应的发展,因为它们稳定、无毒且易于操作。利用原料甲苯,开发了一锅法直接苄基C-H硅基化、锗基化和锡基化反应。简单地将甲苯、LiN(SiMe)/CsCl和RMCl(M = Si、Ge、Sn)混合,就能生成一系列稳定的苄基硅烷、锗烷和锡烷(38个例子,产率53 - 90%)。这里开发的合成方法易于扩大规模。

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