98603-79-3

Upstream product

• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 1007-03-0 1-phenyl-1-cyclopropylmethanol 
• 104823-92-9 cyclopropyltrimethylsilylmethanone 
• 591-51-5 phenyllithium 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 851225-51-9 (2-cyclopropyl[1,3]dithian-2-yl)trimethylsilane 

Downstream Products

• 3481-02-5 cyclopropyl phenyl ketone 
• 1007-03-0 1-phenyl-1-cyclopropylmethanol 
• 495-40-9 propiophenone 
• 17337-21-2 γ-(trimethylsilyl)butyrophenone 

Relevant academic research and scientific papers

Cross-linked poly(4-vinylpyridine/styrene) copolymer-supported bismuth(III) triflate: An efficient heterogeneous catalyst for silylation of alcohols and phenols with HMDS

Cross-linked poly(4-vinylpyridine/styrene) copolymer-supported bismuth(III) triflate (30P/S-Bi) effectively activates hexamethyldisilazane (HMDS) for the silylation of alcohols and phenols. By the use of this heterogeneous catalytic system, a wide range of alcohols as well as phenols are converted into their corresponding trimethylsilyl ethers in high yield under mild reaction conditions. The catalyst was reused more than 10 times without significant loss of its catalytic activity.

Nafion SAC-13: heterogeneous and reusable catalyst for the activation of HMDS for efficient and selective O-silylation reactions under solvent-free condition

Nafion SAC-13 effectively activates hexamethyldisilazane (HMDS) for the efficient and selective silylation of alcohols. Primary, secondary, and tertiary alcohols and phenols are efficiently converted to their corresponding silylethers in short reaction ti

Mild and efficient silylation of alcohols and phenols with HMDS using Bi(OTf)3 under solvent-free condition

A very efficient and mild silylation of alcohols and phenols with hexamethyldisilazane (HMDS) at rt is developed using Bi(OTf)3 as the catalyst. Primary, secondary and tertiary alcohols as well as phenols are excellently converted into correspo

Can relief of ring-strain in a cyclopropylmethyllithium drive the Brook rearrangement?

α-Cyclopropyl-α-trialkylsilyl alkoxides were formed either by addition of cyclopropyllithiums to acylsilanes or by addition of organolithiums to a cyclopropylformylsilane. [1,2]-Brook rearrangement led to α-silyloxy organolithiums which on warming underwent cyclopropane ring opening and [1,5]-retro-Brook rearrangement to yield γ-silyl ketones. Despite the favourability of the cyclopropane ring opening, the Brook rearrangement still required the presence of an anion stabilising group to proceed. β-Silylketones were similarly formed by Brook-retro-Brook rearrangement on warming acylsilanes with a vinyllithium.

A Novel Mechanism for the Conversion of α-Cyclopropylbenzyl Alcohol into γ-Trimethylsilylbutyrophenone

Mechanistic studies of the reaction between α-cyclopropylbenzyl alcohol and methyl-lithium followed by hexamethyldisilane indicate that disproportionation of intermediate (4) with trimethylsilyl anion as catalyst provides cyclopropyl phenyl ketone; in situ 1,4-addition of trimethylsilyl anion to the latter compound leads to the major product, γ-trimethylsilylbutyrophenone (2).