1169-05-7Relevant articles and documents
Silacyclization through palladium-catalyzed intermolecular silicon-based C(sp2)-C(sp3) cross-coupling
Li, Kailong,Li, Lianghui,Liang, Jin-Yuan,Qin, Ying,Zhao, Dongbing
, p. 14224 - 14229 (2021/11/12)
Silicon-based cross-coupling has been recognized as one of the most reliable alternatives for constructing carbon-carbon bonds. However, the employment of such reaction as an efficient ring expansion strategy for silacycle synthesis is comparatively little known. Herein, we develop the first intermolecular silacyclization strategy involving Pd-catalyzed silicon-based C(sp2)-C(sp3) cross-coupling. This method allows the modular assembly of a vast array of structurally novel and interesting sila-benzo[b]oxepines with good functional group tolerance. The key to success for this reaction is that silicon atoms have a stronger affinity for oxygen nucleophiles than carbon nucleophiles, and silacyclobutanes (SCBs) have inherent ring-strain-release Lewis acidity.
Mild synthesis of silyl ethers: Via potassium carbonate catalyzed reactions between alcohols and hydrosilanes
Delucia, Nicholas A.,Das, Nivedita,Vannucci, Aaron K.
, p. 3415 - 3418 (2018/05/23)
A method has been developed for the silanolysis of alcohols using an abundant and non-corrosive base K2CO3 as a catalyst. Reactions between a variety of alcohols and hydrosilanes generate silyl ethers under mild conditions. The use of hydrosilanes leads to the formation of H2 as the only byproduct thus avoiding the formation of stoichiometric strong acids. The mild conditions lead to a wide scope of possible alcohol substrates and good functional group tolerance. Selective alcohol silanolysis is also observed in the presence of reactive C-H bonds, lending this method for extensive use in protection group chemistry.
An efficient synthesis of silyl ethers of primary alcohols, secondary alcohols, phenols and oximes with a hydrosilane using InBr3 as a catalyst
Sridhar, Madabhushi,Raveendra, Jillella,China Ramanaiah, Beeram,Narsaiah, Chinthala
experimental part, p. 5980 - 5982 (2011/12/02)
An efficient method for the preparation of silyl ethers by InBr3 catalyzed silylation of primary alcohols, secondary alcohols, phenols and oxime with a hydrosilane is described.