Benzylic Grignard reagents: application of [Mg(anthracene)(thf)<sub>3</sub>](thf = tetrahydrofuran) in regioselective Grignard formation and C–O cleavage in benzyl ethers
作者:Michael J. Gallagher、Stephen Harvey、Colin L. Raston、Rodney E. Sue
DOI:10.1039/c39880000289
日期:——
Benzylic Grignard reagents (2)–(4), bearing ortho- and para-halogeno ring substituents, are readily accessible by treating the corresponding benzylic halide with [Mg(anthracene)(thf)3](1) in tetrahydrofuran (thf); o- and p-chloromethyl(methoxymethyl)benzenes with (1) rapidly yield ‘di-Grignards’ whereas the meta-isomer only affords a mono-Grignard' (5), and bis(methoxymethyl)benzenes slowly undergo
通过在四氢呋喃(thf)中用[Mg(蒽)(thf)3 ](1)处理相应的苄基卤化物,可以容易地获得带有邻-和对-卤代环取代基的苄基格利雅试剂(2)-(4);带有(1)的邻氯和对氯甲基(甲氧基甲基)苯迅速生成“二格里雅纳德”,而间位异构体仅提供单格里雅纳德(5),而双(甲氧基甲基)苯缓慢经历C-O裂解, (6)。