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Synthesis of six-membered silacycles by borane-catalyzed double sila-Friedel–Crafts reaction
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2020-03-17 , DOI: 10.3762/bjoc.16.39
Yafang Dong , Masahiko Sakai , Kazuto Fuji , Kohei Sekine , Yoichiro Kuninobu

We have developed a catalytic synthetic method to prepare phenoxasilins. A borane-catalyzed double sila-Friedel–Crafts reaction between amino group-containing diaryl ethers and dihydrosilanes can be used to prepare a variety of phenoxasilin derivatives in good to excellent yields. The optimized reaction conditions were also applicable for diaryl thioethers to afford their corresponding six-membered silacyclic products. The gram-scale synthesis of a representative bis(dimethylamino)phenoxasilin and the transformation of its amino groups have also been demonstrated.

中文翻译:

硼烷催化的双硅烷-Friedel-Crafts反应合成六元硅氧烷

我们已经开发了一种催化合成方法来制备苯那西林。含氨基的二芳基醚和二氢硅烷之间的硼烷催化的双硅烷-Friedel-Crafts反应可用于制备各种苯氧西林衍生物,并具有良好的产率。优化的反应条件也适用于二芳基硫醚,以提供其相应的六元硅环产物。代表性的双(二甲基氨基)苯恶沙林的克级合成及其氨基的转化也得到了证明。
更新日期:2020-03-19
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