Synthesis of six-membered silacycles by borane-catalyzed double sila-Friedel-Crafts reaction

被引：6

作者：

Dong, Yafang ^{[1
]}

Sakai, Masahiko ^{[1
]}

Fuji, Kazuto ^{[1
]}

Sekine, Kohei ^{[1
,2
]}

Kuninobu, Yoichiro ^{[1
,2
]}

机构：

[1] Kyushu Univ, Interdisciplinary Grad Sch Engn Sci, 6-1 Kasugakoen, Kasuga, Fukuoka 8168580, Japan

[2] Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasugakoen, Kasuga, Fukuoka 8168580, Japan

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 16卷

关键词：

borane; cyclic compound; organosilane; sila-Friedel-Crafts; silylation; BITE ANGLE; DERIVATIVES; LIGANDS; HYDROFORMYLATION; PHENAZASILINES; ATROPISOMERISM; PHENOXASILIN; SILYLATION; CLEAVAGE;

D O I：

10.3762/bjoc.16.39

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：409 / 414

页数：6

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