B(C6F5)3-Catalyzed Reduction of Sulfoxides and Sulfones to Sulfides with Hydrosilanes

被引:22
作者
Porwal, Digvijay [1 ]
Oestreich, Martin [1 ]
机构
[1] Tech Univ Berlin, Inst Chem, Str 17 Juni 115, D-10623 Berlin, Germany
来源
SYNTHESIS-STUTTGART | 2017年 / 49卷 / 20期
关键词
boron; Lewis acids; reduction; Si-H activation; silicon; PYRIDINE-N-OXIDES; EFFICIENT DEOXYGENATION; ASYMMETRIC-SYNTHESIS; HIGHLY EFFICIENT; MILD; ACID; OXIDATION; REAGENTS; CATALYST; CHLORIDE;
D O I
10.1055/s-0036-1588476
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
B(C6F5)(3) is shown to catalyze the deoxygenation of sulfoxides and sulfones to the corresponding sulfides with Et3SiH as the stoichiometric hydride source. While the method is limited in terms of functional group tolerance, it is applicable to the reduction of alkyl/aryl-, aryl/aryl-, and alkyl/alkyl-substituted sulfoxides, including the benzyl/benzyl-substituted derivative. The same protocol converts alkyl/aryl- but not aryl/aryl-substituted sulfones into sulfides.
引用
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页码:4698 / 4702
页数:5
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