1190956-30-9Relevant academic research and scientific papers
B(C6F5)3-catalyzed synthesis of benzofused-siloles
Curless, Liam D.,Ingleson, Michael J.
, p. 7241 - 7246 (2014)
The dehydrosilylation of 2-(SiR2H)-biphenyls catalyzed by B(C6F5)3 and a weak base forms silafluorenes with H2 as the only byproduct. Attempts to extend this approach to synthesize siloles derived from 2,2′-bithiophenes and N-Me-2-Ph-indole resulted in competing reactivity, including protodesilylation. B(C6F5)3 also catalyzed the one-pot, two-step formation of silaindenes from aryl-alkynes by alkyne trans-hydrosilylation, followed by an intramolecular Sila-Friedel-Crafts reaction facilitated by a weak base.
Synthesis of Dibenzosiloles through Electrocatalytic Sila-Friedel-Crafts Reaction
Han, Pan,Yin, Mengyun,Li, Haiqiong,Yi, Jundan,Jing, Linhai,Wei, Bangguo
, p. 2757 - 2761 (2021)
A novel electrocatalyzed method for the preparation of dibenzosiloles was developed through intramolecular C?H/Si?H dehydrogenative coupling strategy starting from biarylhydrosilanes. Both electro-donating and electro-withdrawing substitution groups were tolerated for this transformation, and the desired dibenzosilole products could be obtained in moderate to excellent yields. A sila-Friedel-Crafts reaction mechanism was proposed on the basis of previous literature and our controlled experiments. (Figure presented.).
Visible-Light Induced Radical Silylation for the Synthesis of Dibenzosiloles via Dehydrogenative Cyclization
Yang, Chao,Wang, Jing,Li, Jianhua,Ma, Wenchao,An, Kun,He, Wei,Jiang, Chao
supporting information, p. 3049 - 3054 (2018/08/06)
A visible-light induced radical silylation to dibenzosiloles from biarylhydrosilanes is described. The products were obtained in satisfactory yields under mild and water/air compatible conditions, providing an efficient and practical method for the synthesis of difunctionalized siloles by using a cheap organic dye photocatalyst. The method is tolerated by a wide range of functional groups and has a broad substrate scope. Light/dark experiments and quantum yield measurements provided support for a photocatalytic pathway rather than a chain process. (Figure presented.).
Development of a sila-Friedel-Crafts reaction and its application to the synthesis of dibenzosilole derivatives
Furukawa, Shunsuke,Kobayashi, Junji,Kawashima, Takayuki
supporting information; experimental part, p. 14192 - 14193 (2010/02/15)
(Chemical Equation Presented) An intramolecular sila-Friedel-Crafts reaction was developed and applied to the synthesis of dibenzosilole derivatives. This reaction proceeds under mild conditions to afford the target in relatively high yield, indicating it
