99564-80-4

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 93-91-4 1-phenylbutan-1,3-dione 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 1206-46-8 trimethyl(pentafluorophenyl)silane 
• 74590-81-1 1-(trimethylsiloxy)-1-phenyl-1-buten-3-one 

Downstream Products

• 328584-01-6 2-(E)-(phenylcarbonylmethylidene)-5-ethyltetrahydrofuran 
• 328584-02-7 2-(E)-(phenylcarbonylmethylidene)-5-(chloromethyl)tetrahydrofuran 
• 351024-48-1 2-benzoyl-4,5-benzotropone 
• 144175-11-1 (E)-α-(trans-Octahydro-2-benzofurylidene)acetophenone 
• 144175-15-5 2-(E)-(phenylcarbonylmethylidene)-4-methyltetrahydrofuran 
• 24954-15-2 phenacyl-2 furanne 
• 1005791-75-2 (3-benzoyl-4-hydroxyphenyl)-(2-hydroxy-5-methylphenyl)methanone 
• 1069130-60-4 C₁₄H₁₀Cl₂O₂ 
• 1315276-81-3 2-hydroxy-6-methylthio-4-(trifluoromethyl)benzophenone 
• 1402928-99-7 (R)-2-(naphthalen-2-yl)-6-phenyl-2H-pyran-4(3H)-one 

Relevant academic research and scientific papers

Utilisation de Me3SiI prepare in situ pour l'obtention de bis(trimethylsiloxy-1,3) diene-1,3

The in situ generation of iodotrimethylsilane, in the presence of triethylamine, is a convenient route to 1,3-bis(trimethylsiloxy)-1,3-diene.

Domino reaction of 1,3-bis(trimethylsilyloxy)-1,3-dienes with oxalyl chloride: General and stereoselective synthesis of γ-alkylidenebutenolides

The Lewis acid catalyzed cyclization of oxalyl chloride with 1,3-bis-(trimethylsilyloxy)-1,3-dienes 3, derived from 1,3-dicarbonyl compounds 1, provides a new and general approach for the synthesis of γ-alkylidenebutenolides 4, a pharmacologically and syn

Reactions of Trialkylsilyl Trifluoromethanesulfonates, III. - Synthesis of 1,3-Bis(trimethylsiloxy)-1,3-dienes and 3-Trimethylsiloxy-2-butenoates Silylated in Position 4

Bis(trimethylsiloxy)-1,3-dienes 5a - n are obtained by reaction of 1,3-dicarbonyl compounds 1 with trimethylsilyl trifluoromethanesulfonate (2) in the presence of triethylamine (3).The silyl enol ether 8 is silylated by 2/3 to yield 1,3-bis(trimethylsiloxy)-1,3-butadiene (5o).Depending on the conditions, alkyl 3-oxobutanoates 12 react with 2/3 to give the γ-silylated alkyl 3-trimethylsiloxy-2-butenoates 15 or 16.

REACTIONS OF PENTAFLUOROPHENYLTRIMETHYLSILANE AND CYANOMETHYLTRIMETHYLSILANE WITH CARBONYL COMPOUNDS CATALYZED BY CYANIDE ANIONS

Treatment of pentafluorophenyltrimethylsilane (I) and cyanomethyltrimethylsilane (II) with enolizable ketones in the presence of a catalytic amount of potassium cyanide-18-crown-6 complex gave the corresponding trimethylsilyl enol ethers.The same dehydrogenative silylation of acetylacetone and benzoylacetone with silane I was extended to the preparation of 2,4-bis(trimethylsiloxy)-1,3-pentadiene and 1-phenyl-1,3-bis(trimethylsiloxy)-1,3-butadiene, respectively.The dehydrogenative silylation of acetylacetone and benzoylacetone with dimethylbis(pentafluorophenyl)silane u nder the same conditions affords novel heterocycles 5-methylene-2,6-dioxa-1-silacyclohex-3-enes.In the reaction studied the silylating ability of the silanes increases in the order Me3SiCN ca.Me2Si(CN)2 Me3SiCH2CN Me3SiC6F5 ca.Me2Si(C6F5)2.On the other hand, potassium cyanide-18-crown-6 complex catalyzed the addition of silane I or II to a carbonyl group of non-enolizable compounds such as benzaldehyde, crotonaldehyde, and methyl(triethylgermyl)ketene.