33415-92-8

Upstream product

• 111-71-7 heptanal 
• 13944-95-1 2-(phenacylsulfanyl)-1,3-benzothiazole 
• 70-11-1 α-bromoacetophenone 
• 21433-45-4 1-octynyllithium 
• 95466-12-9 (+/-)-1-phenylnon-1-yn-3-ol 
• 629-05-0 n-octyne 
• 100-52-7 benzaldehyde 

Downstream Products

• 1258505-85-9 1-phenyl-3-phenylethynyl-nonan-1-one 
• 6008-36-2 1-phenylnonan-1-one 

Relevant academic research and scientific papers

Method for preparing phenyl propenone compound by catalyzing phenylacetylene through molecular sieve

The invention belongs to the field of molecular sieve catalysis and organic synthesis, and discloses a method for preparing a phenyl propenone compound by catalyzing phenylacetylene through a molecular sieve, which comprises the following steps: adding a phenylacetylene compound I, aldehyde II and a molecular sieve catalyst into a small reaction kettle without adding an organic solvent and any other assistants; performing stirring to react for 0.25-6 hours under the condition of heating at 30-90 DEG C, cooling the reaction kettle to room temperature, performing diluting with ethyl acetate, andcentrifugally separating the catalyst to obtain the phenyl allyl ketone compound III. The molecular sieve catalyst provided by the invention is H-beta of which the silica-alumina ratios are respectively 14 and 29. The method is simple in reaction process, high in catalytic activity and selectivity, recyclable, environmentally friendly and capable of achieving large-scale industrial production.

Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes

We demonstrate that aryltriazenes can promote three distinctive types of C-H functionalization reactions, allowing the preparation of complex benzene molecules with diverse substitution patterns. 2-Triazenylbenzaldehydes are shown to be efficient substrates for Rh(I)-catalyzed intermolecular alkyne hydroacylation reactions. The resulting triazene-substituted ketone products can then undergo either a Rh(III)-catalyzed C-H activation, or an electrophilic aromatic substitution reaction, achieving multifunctionalization of the benzene core. Subsequent triazene derivatization provides traceless products.

Gold-Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Catalytic Reaction Pathways to Access 1,3-Amino Alcohols, 3-Hydroxyketones, or 3-Aminoketones

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. First, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxyimines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-amino alcohols with high syn selectivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway. The utility of the new chemistry was exemplified by the one-pot synthesis of a selection of N-arylpyrrolidines and N-arylpiperidines. A mechanism for the hydroamination has been proposed on the basis of experimental studies and density functional theory calculations.

The Use of α-Trimethylsilyl-α,β-Unsaturated Ketones as 1-Acylethenyl Anion Synthon

Treatment of α-trimethylsilyl-α,β-unsaturated ketones with tetrabutylammonium fluoride in the presence of aldehydes provided α-(1-hydroxyalkyl)-α,β-unsaturated ketones in good yields.The reaction proceeded via allenolate.The new method was successfully ap

CARBON-CARBON BOND FORMATION VIA PHOSPHINE-INITIATED CLEAVAGE OF β-OXOSULFIDES

2-(Phenacylthio)benzothiazole (1) reacted with aldehyde or ketone in the presence of tri-n-butylphosphine at 80 deg C to give α,β-enone and 2-mercaptobenzothiazole in good yield.The reaction scheme for this new type of enolate ion formation via C-S bond cleavage is also described.

Active Metals from Potassium-Graphite. Iron-Graphite as a New Debrominating Agent of vic-Dibromoalkanes and of α-Bromo Ketones

Iron-graphite (Fe-Gr), easily prepared by reduction of FeCl3 with potassium-graphite (C8K) in tetrahydrofuran, is conveniently used for the stereospecific debromination of vic-dibromoalkanes to alkenes and for the reductive debromination of α-bromo ketones to ketones in high yields.The latter reaction proceeds via Fe(II) enolates, which undergo deuteration, condensation, or O-silylation by reaction respectively with D2O, heptanal, or chlorotrimethylsilane.Moreover, the reaction of α,α'-dibromo ketones with Fe-Gr leads to 2-oxyallyl cations which can be trapped by suitable electron-rich olefins (enamines) or dienes (furan).