20929-40-2

Upstream product

• 20929-39-9 N,N-Dimethyl-methyl-benzylmalonamidsaeureaethylester 
• 1009-67-2 2-methyl-3-phenylpropanoic acid 
• 20929-36-6 ethyl 2-methyl-N,N-dimethylmalonamate 
• 20929-37-7 N,N-Dimethyl-benzylmalonamidsaeureaethylester 
• 100-44-7 benzyl chloride 
• 300-57-2 allylbenzene 
• 201230-82-2 carbon monoxide 
• 68-12-2 N,N-dimethyl-formamide 
• 512-56-1 trimethyl phosphite 
• 5830-31-9 N,N-dimethyl-3-phenylpropanamide 

Downstream Products

• 124805-03-4 ((E)-1-Chloro-2-methyl-3-phenyl-propenyl)-dimethyl-amine 
• 34666-01-8 ethyl 2-methyl-3-phenylpropionate 
• 55089-22-0 2-(1-methyl-2-phenyl-ethyl)-4,5-dihydro-thiazole 
• 22436-06-2 2-methyl-3-phenylpropanol 
• 69173-13-3 dimethyl-(2-methyl-3-phenyl-propyl)-amine 
• 1246788-82-8 4-methyl-5-phenyl-2-(trifluoromethyl)pent-1-en-3-one 
• 114234-21-8 2-benzyl-3-(dimethylamino)-2-methyl-2H-azirine 
• 114234-22-9 N-<1-(N,N-Dimethylthiocarbamoyl)-1-methyl-2-phenylethyl>benzamid 
• 114234-23-0 4-benzyl-4-methyl-2-phenyl-1,3-thiazole-5(4H)-thione 

Relevant academic research and scientific papers

Regio- And Stereoselective (S N2) N -, O -, C - And S -Alkylation Using Trialkyl Phosphates

Bimolecular nucleophilic substitution (S N 2) is one of the most well-known fundamental reactions in organic chemistry to generate new molecules from two molecules. In principle, a nucleophile attacks from the back side of an alkylating agent having a suitable leaving group, most commonly a halide. However, alkyl halides are expensive, very harmful, toxic and not so stable, which makes them problematic for laboratory use. In contrast, trialkyl phosphates are inexpensive, readily accessible and stable at room temperature, under air, and are easy to handle, but rarely used as alkylating agents in organic synthesis. Here, we describe a mild, straightforward and powerful method for nucleophilic alkylation of various N -, O -, C - and S -nucleophiles using readily available trialkyl phosphates. The reaction proceeds smoothly in excellent yield, and quantitative yield in many cases, and covers a wide range of substrates. Further, the rare stereoselective transfer of secondary alkyl groups has been achieved with inversion of configuration of chiral centers (up to 98% ee).

Preparation of alkylated compounds using the trialkylphosphate

[Problem] trialkylphosphate strong base used reaction agent, a carboxylic acid, a ketone, an aldehyde, amine, amide, thiol, ester or Grignard reagent to a variety of substrates, and/or high efficiency to generate a highly stereoselective alkylation reaction, the alkylated compounds capable of producing new means. [Solution] was used as the alkylating agent in the alkylation of compound trialkylphosphate, strongly basic reaction production use. [Drawing] no

Palladium-Catalyzed Hydrocarbonylative C-N Coupling of Alkenes with Amides

An efficient palladium-catalyzed hydrocarbonylative C-N coupling of alkenes with amides has been developed. The reaction was performed via hydrocarbonylation of alkenes, followed by acyl metathesis with amides. Both intermolecular and intramolecular react

A direct and mild conversion of tertiary aryl amides to methyl esters using trimethyloxonium tetrafluoroborate: A very useful complement to directed metalation reactions

The scope and generality of a direct process for the conversion of tertiary amides directly to methyl esters has been investigated. The process involves a two-step, one pot procedure in which a tertiary amide is first treated with trimethyloxonium tetrafluoroborate to generate an imidate intermediate which is then hydrolyzed, generally by the addition of saturated aqueous sodium bicarbonate solution. Although this process fails for aliphatic amides, very good yields are realized for a variety of amides derived from aromatic carboxylic acids. Steric hindrance at the N-alkyl group is well tolerated; thus N,N-dimethyl, -diethyl, and -diisopropyl amides can all be utilized successfully. (C) 2000 Elsevier Science Ltd.

Radical Cyclizations of Alkenyl-Substituted 4,5-Dihydro-1,3-thiazole-5-thiols

Heating of 5-alkenyl- or 5-alkinyl-4,5-dihydro-1,3-thiazole-5-thiols of type 5 in the presence of a radical initiator gave dithiaspirobicycles in fair-to-excellent yield (Scheme 3).Under analogous conditions, the 4,5-dihydro-4-vinyl-1,3-thiazole-5-thiol 5d underwent a cyclization to give the annellated dithiabicycle 7 (Scheme 4).In this reaction, a minor product 8 was formed by an unknown reaction mechanism.The structure of 8 was established by X-ray crystallography.The starting 1,3-thiazole-5-thiols 5 have been synthesized by carbophilic alkylation of the C=S group of 1,3-thiazole-5(4H)-thiones with Grignard-reagents or alkylcuprates.The thiazolethiones were obtained by the reaction of 3-amino-2H-azirines with thiobenzoic acid followed by sulfurization and cyclization.The 4-benzyl derivative 1b was thermally rearranged via 1,3-benzyl migration to yield the benzyl (1,3-thiazol-5-yl) sulfide 11 (Scheme 5).