22191-61-3

Upstream product

• 124-40-3 dimethyl amine 
• 93-55-0 1-phenyl-propan-1-one 
• 5830-31-9 N,N-dimethyl-3-phenylpropanamide 
• 645-45-4 hydrocinnamic acid chloride 
• 104-53-0 3-phenyl-propionaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 104-52-9 phenylpropyl chloride 
• 631-67-4 N,N-dimethylthioacetamide 
• 100-51-6 benzyl alcohol 
• 3355-31-5 1-chloro-3-phenyl-2-propyne 
• 13702-03-9 phenyl (3-phenylprop-2-yn-1-yl) sulfide 
• 92496-20-3 (3-phenoxyprop-1-yn-1‐yl)benzene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 1017-73-8 4-(3-phenyl-prop-2-ynyl)-morpholine 

Downstream Products

• 1199-99-1 N,N-dimethyl-3-phenylpropylamine 
• 5830-31-9 N,N-dimethyl-3-phenylpropanamide 
• 501-52-0 3-Phenylpropionic acid 
• 88431-07-6 N,N-dimethyl-2-benzylthiopent-4-enamide 
• 1437311-16-4 N,N-dimethyl-2,3-diphenylpropanethioamide 
• 131657-44-8 3-phenyl-1-(((4-methylphenyl)sulfonyl)imino)-N,N-dimethylpropylamine 

Relevant academic research and scientific papers

Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur

A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.

method for alpha-alkylation of acetamides and thioacetamides under catalysis of nickel

The invention discloses a method for alpha-alkylation of acetamide and thioacetamide under the catalysis of nickel. The method comprises the following steps: by taking a complex generated in situ by adivalent nickel salt and a phosphine ligand as a catalyst and primary alcohol as an alkylation reagent, performing alpha-alkylation reaction on acetamide or thioacetamide in an alkaline environment to prepare amide or thioamide. According to the alpha-alkylation reaction of acetamide and thioacetamide, the active catalyst can be generated in situ from a bivalent nickel salt and a phosphine ligand, so that the catalyst is prevented from being prepared in advance, the operation is simple and convenient, and experimental steps and cost are saved.

Nickel-catalyzed: C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy

A simple catalyst of Ni(OAc)2 and P(t-Bu)3 enables selective C-alkylation of thioacetamides and primary acetamides with alcohols for the first time. Monoalkylation of thioamides, amides and t-butyl esters occurs in excellent yields (>95%). Mechanistic studies reveal that the reaction proceeds via a hydrogen autotransfer pathway. This journal is

Method for synthesizing 3-aryl thiopropionamide derivative

The invention relates to a method for synthesizing a 3-aryl thiopropionamide derivative. The method comprises the following step: by taking an aryl allylene derivative as a substrate, an alkali as a promoter and elemental sulfur as a sulfur source, perfor

An Expeditious Route to trans-Configured Tetrahydrothiophenes Enabled by Fe(OTf)3-Catalyzed [3+2] Cycloaddition of Donor–Acceptor Cyclopropanes with Thionoesters

A synthetic route to trans-configured tetrahydrothiophenes (THTs) through Fe(OTf)3-promoted [3+2] cycloaddition of donor–acceptor cyclopropanes with thionoesters was developed. The cycloaddition proceeded in high yield with high diastereoselectivity, affording transient α-alkoxy THTs. Not only aromatic and aliphatic thionoesters, but also thionolactone were applicable to the present iron catalysis. Further transformation of the S,O-ketal functionality of the product was achieved in a highly trans diastereoselective manner. Moreover, the utility of our methodology was clearly demonstrated by the synthesis of enantioenriched trans-configured THTs.

Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis

An efficient aqueous synthesis of thioamides through aldehydes, sodium sulfide, and N-substituted formamides has been developed. Both alkyl and aryl aldehydes are amenable to this protocol. N-Substituted formamides are essential for this transformation. Readily available inorganic salt (sodium sulfide) serves as the sulfur source in water, which makes this method much more practical and efficient. Furthermore, the late-stage modification of bioactive molecules and derivatives through this protocol has been established.

Pd-catalyzed α-arylation of thioamides

Thioamides are unique and versatile synthetic building blocks with S, N, and α-C three adjacent nucleophile centers, however, they are rarely used as carbon nucleophiles for transition-metal-catalyzed C-C coupling reactions. This Letter describes the first Pd-catalyzed α-arylation of thioamides and demonstrated the feasibility of the application of thioamides in coupling chemistry. By the coupling process, a variety of α-arylated thioamides were prepared in moderate to good yields under mild reaction conditions, which provides an alternative way to access functionalized thioamides as well as a new synthetic transformation for thioamides. High chemoselectivity for thioamide over amide was observed in the reaction.

Mild method for the conversion of amides to thioamides

Aqueous ammonium sulfide was found to be an ideal substitute for hydrogen sulfide for the thiolysis of activated amides. High yields of the corresponding thioamides were obtained for a broad range of substrates, using two different procedures that are both operationally simple and inexpensive, as well as amenable to large-scale preparation. Preliminary results indicate that aqueous ammonium sulfide may also replace hydrogen sulfide in the synthesis of thionoesters from amides.

A polymer-supported thionating reagent

A new polymer-supported reagent for the conversion of carbonyls to thiocarbonyls has been developed and its use demonstrated on a range of amides. Secondary or tertiary amides are converted cleanly and efficiently through to the corresponding thioamides and primary amides are converted to the corresponding nitriles. The reactions can be facilitated by conventional heating. However, if microwave heating is used, in the presence of an ionic liquid, enhanced reaction rates are achieved.

Dimethylammonium Dimethylcarbamate - A Useful Reagent for the Willgerodt-Kindler Reaction

Dimethylammonium dimethylcarbamate (dimcarb), easily accessible from dimethylamine and carbon dioxide, is a useful reagent for the Willgerodt-Kindler synthesis of N,N-dimethylthiocarboxamides.Moreover, dimcarb displays some unusual properties, and generally behaves as a preparatively useful dimethylamine source.