56583-94-9

Upstream product

• 201230-82-2 carbon monoxide 
• 37820-39-6 [phenyl(trimethylsilyl)methyl]lithium 
• 73451-95-3 (E)-1-methoxy-2-phenyl-1-trimethylsilylethene 
• 107399-02-0 benzyl(trimethylsilyl)diazomethane 
• 75-77-4 chloro-trimethyl-silane 
• 142352-02-1 Te-Butyl phenylethanetelluroate 
• 55628-82-5 1-(Phenylacetyl)imidazole 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 106-99-0 buta-1,3-diene 
• 103-80-0 phenylacetyl chloride 
• 100-39-0 benzyl bromide 
• 111198-02-8 1-(phenoxymethyl)-1H-benzo[d][1,2,3]triazole 
• 31593-52-9 2-benzyl-1,3-dithiane 
• 100-44-7 benzyl chloride 

Downstream Products

• 101-41-7 benzeneacetic acid methyl ester 
• 59021-31-7 2-trimethylsilyloxy-3-phenyl-1-propene 
• 95547-16-3 1-Phenyl-3-(trimethylsilyl)propan-2-one 
• 103-79-7 1-phenyl-acetone 
• 185844-35-3 (Z)-2-phenyl-1-trimethylsilylethenenethiol 
• 665004-92-2 (Z)-2-methyl-3-trimethylsilyl-4-phenyl-2-butenoic acid 

Relevant academic research and scientific papers

Intermolecular Schmidt reaction of alkyl azides with acyl silanes

The first intermolecular Schmidt reaction of alkyl azides with acyl silanes has been designed and realized, producing a range of amides with absolute site selectivity in good to excellent yields. The mechanism of the conversion has been proposed, and the reaction exhibits scope of substrates.

Organocatalytic asymmetric Michael reaction with acylsilane donors

We have developed an organocatalytic asymmetric Michael reaction of acylsilane through the selection of acylsilane substrates and organocatalysts, thus creating a rare example of acylsilane α-alkylation with a chiral guanidine catalyst, which afforded pro

Palladium-catalyzed fluoride-free cross-coupling of intramolecularly activated alkenylsilanes and alkenylgermanes: Synthesis of tamoxifen as a synthetic application

We have demonstrated that intramolecular hypercoordination of a carboxylic acid is a powerful activation strategy for the palladium-catalyzed cross-coupling reaction of trialkyl(vinyl)silanes and trialkyl(vinyl)germanes under fluoride-free conditions. Z-β-Trialkylsilyl- and Z-β- trialkylgermylacrylic acids, synthesized stereoselectively by olefination with ynolates, are highly stable and useful reagents for cross-coupling with a variety of aryl iodides to provide tetrasubstituted olefins possessing different carbon substituents in a stereocontrolled and diversity-oriented manner. An application to a stereoselective synthesis of (Z)-tamoxifen is also reported. Copyright

Evaluation of C-trialkylsilyl enol and thioenol ethers as intermediates in the synthesis of acylsilanes

C-silyl enol ethers or thioenol ethers have been prepared by a Peterson reaction, as intermediates for acylsilane synthesis. Bis(trialkylsilyl)(methoxy) - or -(methylsulfanyl)methanes bearing identical or different trialkylsilyl groups were used as starting materials in order to assess the selectivity of the Peterson elimination step. A good selectivity was observed only with ethers bearing the TMS and TBDMS groups. However, there is no practical interest to use such reagents owing to the difficulty to obtain them in correct yields. Bis(trimethylsilyl)(methylsulfanyl)methane proved to be a good reagent for the preparation of C-silyl thioenol ethers, which are hydrolyzed under classical acid conditions to give acylsilanes in fair overall yields. This convenient procedure was extended to the synthesis of bis(acylsilanes). Graphical Abstract.

Rhodium-catalyzed acylation of vinylsilanes with acid anhydrides

A catalytic acylation of vinylsilane with acid anhydride is accomplished by the use of [RhCl(CO)2]2, in which the transmetalation between vinylsilane and rhodium(I) carbonyl complex plays a key role. The application of this acylation reaction to (1-acyloxyvinyl)silanes provides synthetic methods for α-acyloxy enones, α-diketones, and their derivatives.

Synthesis of acylsilanes via oxidative hydrolysis of 2-silyl-1,3-dithianes mediated by N-bromosuccinimide

The oxidative method for the hydrolysis of 1,3-dithianes was applied to 2-silyl-1,3-dithianes using N-bromosuccinimide providing acylsilanes with good yields under a short reaction period. The oxidation of aroylsilanes to carboxylic acid was prevented by

Convenient Synthesis of Functionalized Dialkyl Ketones and Alkanoylsilanes: 1-(Benzotriazol-1-yl)-1-phenoxyalkanes as Alkanoyl Anion Equivalents

(Benzotriazol-1-yl)-1-phenoxyalkanes 10, prepared by two-step transformations of the corresponding aldehydes, are readily deprotonated at the methine group by BuLi.Subsequent reactions with alkyl halides, aldehydes, ketones, and imines yield the corresponding substituted derivatives that undergo hydrolysis under acidic conditions to afford the expected functionalized ketones 13, 15, 17, 19, 21, 24 and 25.Two successive lithiations of (benzotriazolyl)phenoxymethane, each followed by reaction with a trialkylsilyl chloride, alkyl halide, aldehyde, or ketone, generate similar intermediates 27, 39, 31, 33, and 36.Subsequent hydrolyses of 27, 29, 31, 33, and 36 yield the functionalized ketones 28, 30, and 32 and the alkanoylsilanes 34 and 37 in good yields.

Substituted silyl alkylene amines

This invention relates to substituted silyl alkylene amines, to the intermediates and processes useful for their preparation, to their pharmacological use as MAO-B inhibitors and to their end-use application in the treatment of Parkinson's Disease and senile dementia of Alzheimer's type.

1,4-Carbosilylation of 1,3-dienes via palladium catalyzed three-component coupling reaction

Three-component coupling reaction of acid chlorides, organodisilanes, and 1,3-dienes achieves 1,4-carbosilylation of the 1,3-dienes to afford allylic silanes as the product. Bis(dibenzylideneacetone)palladium, a naked Pd(0) complex without donating ligand

Electroreductive synthesis of acylsilanes from acylimidazoles

Electroreduction of acylimidazoles in the presence of chlorotrimethylsilane gave the corresponding acylsilanes in satisfactory yields. Acylsilanes having a functional group such as an alkoxycarbonyl or chloro group also were synthesized effectively.